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Journal articles on the topic '2-chloroacetamide'

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Published: 2 June 2025

Last updated: 19 July 2025

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Gowda, B. Thimme, D. Krishna Bhat, H. Fuess, and Al Weiss. "35NQR Spectra of Substituted N-(phenyl)-2-chloroacetamides." Zeitschrift für Naturforschung A 54, no. 12 (1999): 679–84. http://dx.doi.org/10.1515/zna-1999-1203.

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Fifteen methyl-, nitro-, or mixed substituted N-(phenyl)-2-chloroacetamides were investigated by 35Cl NQR. The temperature dependence of the frequencies of the 3-methylphenyl and 2,6-dimethylphenyl derivatives were studied for the range 77 K<T<300 K. Only one ω C-Cl frequency was observed for the compound with the two exceptions. For N-(2-nitro,4-chlorophenyl)-2-chloroacetamide the observed values of 35.623 and 35.350 MHz were assigned to ω C-Cl and ring C-Cl, whereas the corresponding values are 36.254 and 34.815 MHz for N-(2-methyl, 3-chlorophenyl)-2-chloroacetamide. The experimental frequencies of all compounds have been compared with values estimated from NQR substituent parameters ‘k’ and the frequency of N-(phenyl)-2-chloroacetamide. The agreement is remarkably good with a maximum deviation of 1.64 MHz. Furthermore γ(35Cl) of all compounds has been correlated with Σki, and with the Hammett constants.

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Hulinská, Hana, Zdeněk Polívka, Jiří Jílek, et al. "Experimental antiulcer agents: N-substituted 2-(4-methyl-1-piperazinyl)acetamides as pirenzepine models and some related compounds." Collection of Czechoslovak Chemical Communications 53, no. 8 (1988): 1820–44. http://dx.doi.org/10.1135/cccc19881820.

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Reactions of N-cyclohexyl-2-chloroacetamide, N-phenyl-2-chloroacetamide, N-(4-dimethylaminophenyl)-2-chloroacetamide, N-(2-nitrophenyl)-N-phenyl-2-chloroacetamide, its 3-nitrophenyl and 4-nitrophenyl analogues, N-(2-benzylphenyl)-2-chloroacetamide, 5-(chloroacetyl)-dibenz[b,f]azepine, and its 10,11-dihydro derivative with piperazine, 1-methylpiperazine, 2-(1-piperazinyl)ethanol, and 3-(1-piperazinyl)propanol resulted in compounds II, III, V-XV, XVIII, XXI, and XXIII, simple analogues of the antiulcer agent pirenzepine (I). Contributions to the syntheses and characterization of mianserin (XIX), bisnor analogue of imipramine (XXV), and pirenzepine (I) are presented. Two 2-aryl-2-(2-pyridyl)thioacetamides XXXVIII and XL were synthesized via nitriles XXXIX and XLI. Compounds XI (VÚFB-17 104) and XXI (VÚFB-17 113) were found to be rather effective as antiulcer agents and anticholinergics.

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Malathy Sony, S. M., P. Charles, M. N. Ponnuswamy, and M. Nethaji. "N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide." Acta Crystallographica Section E Structure Reports Online 61, no. 3 (2005): o632—o634. http://dx.doi.org/10.1107/s1600536805002291.

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Onajole, Oluseye K., Thavendran Govender, Hendrik G. Kruger, and Glenn E. M. Maguire. "N-(Adamantan-1-yl)-2-chloroacetamide." Acta Crystallographica Section E Structure Reports Online 67, no. 6 (2011): o1444. http://dx.doi.org/10.1107/s1600536811018046.

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Dong, Hui-Chao. "N-[2-(1,3-Benzodioxol-5-yl)ethyl]-2-chloroacetamide." Acta Crystallographica Section E Structure Reports Online 64, no. 6 (2008): o1118. http://dx.doi.org/10.1107/s1600536808014232.

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S. Mehdhar, Fatima, Abdullah Y. A. Alzahrani, Ebrahim Abdel-Galil, Ghada E. Abdel-Ghani, Ali Saeed, and Ehab Abdel-Latif. "Synthesis of some new thiophene-based compounds and evaluations of their cytotoxic activities." Bulletin of the Chemical Society of Ethiopia 37, no. 2 (2022): 373–89. http://dx.doi.org/10.4314/bcse.v37i2.10.

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ABSTRACT. A series of new thiophene derivatives was prepared through nucleophilic substitution reactions of the precursor N-(4-substituted-phenyl)-5-(2-chloroacetamido)-4-cyano-3-methylthiophene-2-‎carboxamides 4a and 4b with different sulfur and/or nitrogen nucleophilic reagents (namely; mercaptoacetic acid, 2-mercaptobenzothiazole, 5-(phenylamino)-1,3,4-thiadiazole-2-thiol, 2-mercapto-4,6-dimethylnicotinonitrile, 3-arylazo-4-mercapto-4-(phenylamino)-but-3-en-one derivatives, ammonium thiocyanate, piperidine and/or morpholine). The structures of the prepared thiophene compounds were characterized by spectral analysis. Their cytotoxicity was evaluated against two human cancer cell lines (HepG2 and MCF-7) and indicated promising results. Pretreatment of HepG2 cells with the tested compound 4b sensitized the cells to the cytotoxicity of sorafenib, leading to a significant decrease in the IC50 from 3.9 to 0.5 µM.  KEY WORDS: N-(Thienyl)-2-chloroacetamide, Bis-thiophene, Thieno[2,3-d]pyrimidine, Ammonium thiocyanate, Cytotoxicity  Bull. Chem. Soc. Ethiop. 2023, 37(2), 373-389.  DOI: https://dx.doi.org/10.4314/bcse.v37i2.10

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Gowda, B. Thimme, I. Svoboda, and Hartmut Fuessa. "Structural Studies on N-(2,4,5-trichlorophenyl)-2-Chloro- and 2,2,2-trichloroacetamides and N-Chloro-N-(2,4,5-trichlorophenyl)-2-Chloroacetamide." Zeitschrift für Naturforschung A 59, no. 11 (2004): 845–52. http://dx.doi.org/10.1515/zna-2004-1120.

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The effect of N-chloro, side chain and sites of ring substitutions on the crystal structure of N-(trichlorophenyl)-2-chloro and 2,2,2-trichloroacetamides has been studied by determining the crystal structure of N-(2,4,5-trichlorophenyl)-2-chloroacetamide, 2,4,5-Cl3C6H2.NHCO.CH2Cl (N245TCPCA), N-chloro-N-(2,4,5-trichlorophenyl)-2-chloroacetamide, 2,4,5-Cl3C6H2.NClCO. CH2Cl (NC245TCPCA) and N-(2,4,5-trichlorophenyl)-2,2,2-trichloroacetamide, 2,4,5-Cl3C6H2. NHCO.CCl3 (N245TCPTCA). The crystal type, space group, formula units and lattice constants in Å are: N245TCPCA: monoclinic, P21/n, Z = 4, a = 4.732(1), b = 29.522(3), c = 7.734(1), β = 108.33(1)◦; NC245TCPCA: monoclinic, P21/c, Z = 4, a = 15.965(3), b = 9.398(1), c = 7.352(2), β = 91.51(2)◦; N245TCPTCA: orthorhombic, Pmc21, Z = 4, a = 6.945(1), b = 11.370(3), c = 15.555(3). The results are compared with the structure of N-(phenyl)- acetamide, N-(phenyl)-2,2,2-trichloroacetamide, N-(2-chlorophenyl)-2,2,2-trichloroacetamide, N-(4-chlorophenyl)-2,2,2-trichloroacetamide, N-(2,6-dichlorophenyl)-2,2,2-trichloroacetamide, N-(2,4,6-trichlorophenyl)-acetamide, N-(2,4,6-trichlorophenyl)-2-chloroacetamide and N-(2,4,6- trichlorophenyl)-2,2,2-trichloroacetamide. The comparison of the bond parameters reveal that there are significant changes by substitution in both the ring and side chain of the amides and by N-chlorination. But to draw general conclusions further, substantial work is needed with varying substitutions

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Gowda, B. Thimme, I. Svoboda, and Hartmut Fuess. "Structural Studies of N-(2,4,6-trisubstitutedphenyl)-Chloroacetamides, 2,4,6-X3C6 H2 -NHCO-CH3_y Cly, (X = CH3 or Cl and y = 1 -3)." Zeitschrift für Naturforschung A 55, no. 9-10 (2000): 779–90. http://dx.doi.org/10.1515/zna-2000-9-1007.

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The effect of side chain and ring substitutions on the crystal structures of N-(2,4,6-substitutedpheny)- chloroacetamides of the type, 2,4,6-X3C6H2-NHCO-CH3_yCly (X = CH3 or Cl and 1 ⩽ y ⩽ 3), has been studied by determining the crystal structures of N-(2,4,6-trimethylphenyl)- 2-chloroacetamide, 2,4,6-(CH3)3C6H2-NHCO-CH2Cl (TMPMCA); N-(2,4,6-trichlorophenyl)-2- chloroacetamide, 2,4,6-Cl3C6H2-NHCO-CH2Cl (TCPMCA); N-(2,4,6-trichlorophenyl)-2,2-dichloroacetamide, 2,4,6-Cl3C6H2-NHCO-CHCl2 (TCPDCA) and N-(2,4,6-trichlorophenyl)-2,2,2- trichloroacetamide, 2,4,6-Cl3C6H2-NHCO-CCl3 (TCPTCA). The crystal type, space group, formula units and lattice constants in A are: (TMiPMCA); monoclinic, P21,/n, Z = 8, a = 9.029(5), b = 15.688(2), c = 16.150(3), ß = 96.77(2)°; (TCPMCA): orthorhombic, Pna21, Z = 8, a = 30.708(4), b = 4.685(1), c = 14.506(2); (TCPDCA) orthorhombic, P212121 Z = 4, a = 16.459(3), b = 15.240(3), c = 4.640(1) and (TCPTCA): triclinic, P Ī , Z = 4, a = 9.828(2), b = 11.953(2), c = 12.278(2), a = 71,05( 1)°, ß = 75.26(2)°, g = 83.29( 1)°. The results have been analysed along with the structures of the ring unsubstituted N-phenylacetamide (PA), N-phenyl-2,2,2-trichloro-acetamide, side chain unsubstituted N-(2,4,6-trichlorophenyl)-acetamide, 2,4,6-Cl3C6H2-NHCO-CH3 (TCPA) and the corresponding di-substituted phenyl acetamides and chloroacetamides. The compounds TMPMCA, TCPMCA and TCPTCA have 2 molecules each in their asymmetric units. This is in agreement with the multiple lines observed in the 35CI NQR spectra of TCPTCA. Further, this compound shows disorder as indicated by the multiplicity of the C(side chain) - Cl bonds. The compound TCPMCA does not show 35C1 NQR spectra, while the compound TMPMCA shows a single frequency which fades out above 200 K, indicating that it may undergo a phase transition well below room temperature. Conversion of 2,4,6-trichloroaniline into 2,4,6-trichlorophenyl acetamide and gradual replacement of H-atoms in the side chain of the latter decreases slightly the mean ring distances of the compounds, while the replacement of the 3 Cl by 3 CH3 groups in the ring increases it's mean distance. Changes in the mean ring distances are smaller as the effect has to be transmitted through the peptide linkage. The molecules in compounds TCPDCA and TCPTCA are linked in chains by -NH-O- hydrogen bonds (about 3 Å) between the amide groups of the molecules.

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Khalaf, N., E. Abdel-Latif, M. Ismail, and H. Metwally. "Utilisation of bis-chloroacetamide derivative in the synthesis of new biologically active sulfide compounds." South African Journal of Chemistry 76 (2022): 97–101. http://dx.doi.org/10.17159/0379-4350/2021/v76a14.

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4-Aminobenzohydrazide (1) undergoes chloroacetylation twice, at the primary amine and hydrazide-NH2 functional groups. The conforming bis-chloroacetamide derivative 3 was reacted with different sulfur reagents (namely, 2-mercaptobenzothiazole, 6-amino-2-mercaptopyrimidin-4-ol, and 2-mercapto-4,6-dimethyl-nicotinonitrile) to give new bis-sulfide compounds 5, 7 and 9, respectively. The newly synthesised bis-chloroacetamide and corresponding sulfides were screened for anti-microbial and antioxidant potential. The sulfide derivative 7 exhibited the most potent activity against Staphylococcus aureus and Pseudomonas aeruginosa. It shows inhibition activities of 83.4% and 78.8%, respectively. Moreover, the sulfide derivative 7 showed the highest antioxidant activity with an inhibition ratio of 85.9%, which is close to L-ascorbic acid.

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Tariq, Javaria, Shahzad Murtaza, Muhammad Nawaz Tahir, and Muhammad Zaheer. "Crystal structure ofN,N′-(1,2-phenylene)bis(2-chloroacetamide)." Acta Crystallographica Section E Crystallographic Communications 71, no. 2 (2015): o108. http://dx.doi.org/10.1107/s2056989015000304.

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In the title compound, C10H10Cl2N2O2, the secondary amide groups are differently twisted relative to the benzene ring, with dihedral angles between the respective planes of 21.03 (2) and 81.22 (2)°. In the crystal, the molecules are connected by N—H...O and C—H...O hydrogen bonds, forming a two-dimensional polymeric network parallel to (001). One of the amide carbonyl O atoms accepts two H atoms in N—H...O and C—H...O interactions, forming anR22(6) ring motif.

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Valenta, Vladimír, Hana Hulinská, Jiří Holubek, et al. "N-substituted derivatives of 6,11-dihydrodibenzo[b,e]thiepin-11-amine and related compounds; Synthesis and pharmacological screening." Collection of Czechoslovak Chemical Communications 53, no. 4 (1988): 860–69. http://dx.doi.org/10.1135/cccc19880860.

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Reactions of N-(6,11-dihydrodibenzo[b,e]thiepin-11-yl)chloroacetamide (II) with dimethylamine, morpholine, and 2-(1-piperazinyl)ethanol afforded the amino amides III-V. Substitution reactions of 11-chloro-6,11-dihydrodibenzo[b,e]thiepin with ethylenediamine and N,N-dimethylethylenediamine gave the diamines VI and VII. 6,11-Dihydrodibenzo[b,e]thiepin-11-amine (I) was treated with ethyl chloroacetate and ethyl 2-bromopropionate to give the amino esters X and XI which were transformed on the one hand to the acids VIII and IX, and to the amides XII and XIII on the other. (6,11-Dihydrodibenzo[b,e]thiepin -11-yl)methylamine (XVIa) and (10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl)methylamine (XVIb) were transformed via the chloroacetamides XVIIa and XVIIb to the (4-methyl-1-piperazinyl)acetamides XVa and XVb. Compound V showed local anaesthetic and antiarrhythmic activity, the diamine VII had antihistamine and antireserpine effects, the amide XII was found to be an anticonvulsant, and the piperazines XVa and XVb inhibited effectively the formation of the indomethacin-induced gastric ulcers in rats.

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Kaur, Manpreet, Hemmige S. Yathirajan, Alaloor S. Dayananda, Thomas Gerber, Eric Hosten, and Richard Betz. "Crystal structure of N-[4-bromo-2-(2-chlorobenzoyl)phenyl]-2-chloroacetamide, C15H10BrCl2NO2." Zeitschrift für Kristallographie - New Crystal Structures 228, no. 1 (2013): 113–14. http://dx.doi.org/10.1524/ncrs.2013.0076.

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Abstract C15H10BrCl2NO2, triclinic, P1̄ (no. 2), a = 7.5922(3) Å, b = 10.0972(4) Å, c = 10.7565(5) Å, α = 69.991(1)°, β = 76.768(1)°, γ = 70.646(1)°, V = 724.8 Å3, Z = 2, Rgt(F) = 0.0282, wRref(F2) = 0.0883, T = 200 K.

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Hulinská, Hana, Miloš Buděšínský, Jiří Holubek, Oluše Matoušová, Hana Frycová, and Miroslav Protiva. "Reactions of N-substituted 2-aminopyridines with chloroacetyl chloride; Formation of a new series of heterocyclic betaines: 1-Substituted 4-chloromethyl-2-oxopyrido[1,2-a]pyrimidin-5-ium-3-olates." Collection of Czechoslovak Chemical Communications 54, no. 5 (1989): 1376–87. http://dx.doi.org/10.1135/cccc19891376.

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N-(2-Pyridyl)-2-chloroacetamide reacted with 1-methylpiperazine and gave the expected compound III. Attempts at preparing the N-substituted N-(2-pyridyl)-2-chloroacetamides by reactions of N-substituted 2-aminopyridines with chloroacetyl chloride in benzene in the presence of N,N-dimethylacetamide were negative and took an unexpected course. 2-Anilinopyridine and 2-(cyclohexylamino)pyridine afforded compounds which were identified by 1H and 13C NMR spectra as the heterocyclic betaines IVa and IVb. 2-(1-Butylamino)pyridine, 2-(benzylamino)pyridine and 2-(2-phenylethylamino)pyridine gave similarly compounds IVc-IVe. The chloromethyl compounds IVa-IVe underwent normal substitution reactions with 1-methylpiperazine and gave the methylpiperazino compounds Va-Ve. Attempts to reduce the betaines with sodium borohydride in aqueous ethanol proceeded in one case as the hydrogenolytic displacement of the chlorine atom with hydrogen (product VIa), in another case as ethanolysis (product VIIb). Formation of VIb by treatment of IVb with hydrogen bromide in boiling acetic acid is probably the result of a disproportionation reaction. Compound III (dimaleate VÚFB-17 103) was practically equipotent with pirenzepine (I) as an anti-ulcer agent in the test of indomethacine-induced gastric lesions in rats but was much weaker in tests for antocholinergic and antisecretory activity.

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Havryshchuk, Liubomyr, Volodymyr Horishny, Iryna Ivasechko, et al. "Synthesis, anticancer properties evaluation and in silico studies of 2-chloro- and 2,2-dichloroacetamides bearing thiazole scaffolds." ScienceRise: Pharmaceutical Science, no. 1 (53) (February 28, 2025): 71–82. https://doi.org/10.15587/2519-4852.2025.323594.

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The aim. The study aimed to synthesize and evaluate the anticancer activity of a series of 2-chloro- and 2,2-dichloroacetamides bearing thiazole scaffolds. Particular attention was paid to their cytotoxic effects, chemical properties, and action mechanisms, with a focus on glutathione S-transferase (GST) inhibition as a potential pathway for anticancer activity. Materials and methods. The compounds were synthesized using acylation reactions and characterized via 1H and 13C NMR spectroscopy as well as LC-MS. Their cytotoxicity was assessed using the MTT assay across cancer and pseudo-normal cell lines. Quantum-chemical calculations were performed using DFT, while molecular docking studies analyzed interactions with GST to explore their interaction. Results. Among the synthesized derivatives, 2-chloroacetamides exhibited significant cytotoxic activity against human acute T cell leukemia (Jurkat) and triple-negative breast cancer (MDA-MB-231) cell lines, as well as Ba/F3 cells with calreticulin mutations. In contrast, 2,2-dichloroacetamides showed negligible activity across all tested cell lines. Quantum-chemical analysis indicated that structural and electronic differences between these two compound classes likely influence their bioactivity. Molecular docking studies revealed higher binding affinities of glutathione-2-chloroacetamide conjugates to GST, compared to the reference glutathione-etacrynic acid complex, suggesting GST inhibition as a potential mechanism underlying their anticancer effects. Conclusions. The synthesized 2-chloroacetamides demonstrate promising potential as anticancer agents, likely due to their ability to form inhibitory conjugates with glutathione, thereby affecting GST activity. These findings underline the importance of further studies to optimize these compounds for therapeutic use

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Teramoto, Kazuo, and Yoshiaki Nakamoto. "Amidomethylation of Vinyl Aromatic Polymers with N-Methylol-2-chloroacetamide." Polymer Journal 34, no. 5 (2002): 363–69. http://dx.doi.org/10.1295/polymj.34.363.

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Dotsenko, Victor V., Karina V. Khalatyan, Alena A. Russkih, and Aminat M. Semenova. "New Quinoxaline-1,4-Dioxides Derived from Beirut Reaction of Benzofuroxane with Active Methylene Nitriles." Chemistry Proceedings 3, no. 1 (2020): 14. http://dx.doi.org/10.3390/ecsoc-24-08391.

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Benzofuroxane reacts under Beirut reaction conditions with active methylene nitriles to give new 2-aminoquinoxaline-1,4-dioxides. The treatment of known 2-amino-3-cyanoquinoxaline-1,4-dioxide with chloroacetyl chloride afforded corresponding chloroacetamide which is useful for the preparation of various heterocycles bearing a quinoxaline-1,4-dioxide core system.

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Yamuna, Thammarse S., Hemmige S. Yathirajan, Ramesha A. Ramakrishna, Thomas Gerber, Eric Hosten, and Richard Betz. "Redetermination of the structure of N-(2-benzoyl-4-chlorophenyl)-2- chloroacetamide, C15H11Cl2NO2." Zeitschrift für Kristallographie - New Crystal Structures 228, no. 2 (2013): 293–94. http://dx.doi.org/10.1524/ncrs.2013.0098.

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Abstract C15H11Cl2NO2, triclinic, P1¯ (no. 2), a = 5.9681(3) Å, b = 9.9888(5) Å, c = 11.9936(6) Å, α = 81.800(2)°, β = 77.113(2)°, γ = 81.364(2)°, V = 684.6 Å3, Z = 2, Rgt(F) = 0.0314, wRref(F2) = 0.0818, T = 200 K.

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Yassin, Fathy A. "Synthesis of New Thieno- and Pyrazolo- pyridazine Derivatives." Journal of Chemical Research 2005, no. 4 (2005): 270–73. http://dx.doi.org/10.3184/0308234054213474.

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5,6-Di(pyridin-2-yl)-3-thioxo-2,3-dihydropyridazine-4-carbonitrile 2 has been reacted with ahalocompounds, such as chloroacetone, chloroacetamide, ethyl chloroacetate and chloroacetic acid gave the corresponding 2-S-alkylated pyridazine derivatives 3, 6, 10 and 13 which have been cyclised to give the corresponding thienopyridazine derivatives 4, 7, 11, and 14 respectively. Reaction of 15 with hydrazine hydrate gave the corresponding pyrazolopyridazine 16.

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Toshmurodov, Turdibek, Abdukhakim Ziyaev, Sobirdjan Sasmakov, et al. "Amidoalkylation of heterocyclic amines by N-[5-(alkylsulfanyl)-1,3,4-thiadiazol-2-yl]- 2'-chloroacetamide and antimicrobial activity of derivatives." Current Chemistry Letters 10, no. 4 (2021): 427–34. http://dx.doi.org/10.5267/j.ccl.2021.5.002.

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Amidoalkylation of secondary heterocyclic amines by N-[5-(alkylsulfanyl)-1,3,4-thiadiazol-2-yl]-2'-chloroacetamide resulted the new compounds 5-10 that contain 1,3,4-thiadiazole-5-thione moiety alongside pyperidine, morpholine, and cytisine fragments. In vitro screening of antimicrobial activity of synthesized compounds showed that N-[5-(amylsulfanyl)-1,3,4-thiadiazol-2-yl]-2'-morpholinacetamide exhibited an appreciable antibacterial activity against gram-negative bacteria of Escherichia coli (inhibition zone diameter of 16 mm) and gram-positive bacteria of Staphylococcus aureus and Bacillus subtilis (10-13 mm).

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Mohamed, Shaaban K., Kyle S. Knight, Mehmet Akkurt, Bahgat R. M. Hussein, and Mustafa R. Albayati. "Crystal structure ofN-[4-amino-5-cyano-6-(methylsulfanyl)pyridin-2-yl]-2-chloroacetamide." Acta Crystallographica Section E Crystallographic Communications 71, no. 3 (2015): o169—o170. http://dx.doi.org/10.1107/s2056989015002431.

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In the title compound, C9H9ClN4OS, the dihedral angle between the acetamide moiety and the pyridine ring is 4.83 (12)°. The O=C—C—Cl torsion angle is 46.4 (3)° and an intramolecular C—H...O interaction generates anS(6) ring. In the crystal, molecules are linked by N—H...O, N—H...N and C—H...N hydrogen bonds, generating sheets lying parallel to (120).

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Gusmanizar, Neni, Yunus Shukor, Johari Ramli, and Mohd Arif Syed. "ISOLATION AND CHARACTERIZATION OF AN ACRYLAMIDE-DEGRADING Burkholderia sp. STRAIN DR.Y27." Jurnal Riset Kimia 2, no. 1 (2015): 34. http://dx.doi.org/10.25077/jrk.v2i1.83.

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ABSTRACT Several local bacteria have been isolated from glyphosate-contaminated soils at various locations throughout Malaysia. Quantitative monitoring of acrylamide degradation was performed using High Performance Liquid Chromatography (HPLC) whilst bacterial growth was carried out by plate counting. The isolate was tentatively identified as Burkholderia sp. strain DR.Y27 based on carbon utilization profiles using Biolog GN plates and partial 16s rDNA molecular phylogeny. Highest growth was obtained at acrylamide concentrations of between 100 to 2000 mg L-1. Complete degradation of 850 mg L-1 of acrylamide occurs after ten days of incubation with concomitant cell growth. The isolate grew optimally in between pH 6.0 and 8.0. The effect of incubation temperature on the growth of this isolate shows an optimum growth at 30°C. Glucose, lactose, maltose, fructose, mannitol, citric acid and sucrose at an initial concentration of 1.0% (w/v) supported growth with glucose being the best carbon source. Aliphatic amides such as 2-chloroacetamide, methacrylamide, nicotinamide, acrylamide, acetamide, propionamide and urea supported growth with increasing assimilative capability from 2-chloroacetamide to urea. The characteristics of this isolate suggest that it would be useful in the bioremediation of acrylamide. Keywords: isolation, characterization, acrylamide-degrading, Bacterium

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Bajtos, Barbora, and Brian L. Pagenkopf. "Total Synthesis of (±)-Quebrachamine via [3+2] Cycloaddition and Efficient Chloroacetamide Photocyclization." European Journal of Organic Chemistry 2009, no. 7 (2009): 1072–77. http://dx.doi.org/10.1002/ejoc.200801154.

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Teramoto, Kazuo. "Chemical modification of polystyrene surfaces by amidomethylation reaction with N-methylol-2-chloroacetamide." Reactive Polymers 15 (November 1991): 89–101. http://dx.doi.org/10.1016/0923-1137(91)90152-e.

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Matthes, Bernd, Jochen Schmalfuß, and Peter Böger. "Chloroacetamide Mode of Action, II: Inhibition of Very Long Chain Fatty Acid Synthesis in Higher Plants." Zeitschrift für Naturforschung C 53, no. 11-12 (1998): 1004–11. http://dx.doi.org/10.1515/znc-1998-11-1211.

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Abstract In short-term -experiments [14C]-labelled malonic acid, stearic acid and acetate have been incorporated into leaf fatty acids of seedlings of Cucumis sativus, Hordeum vulgare and Zea mays. The pattern of labelled fatty acids changed markedly by treatment with the chloroacetamide herbicides metazachlor, metolachlor or butachlor. During a 2-h incubation time, 1 μᴍ chloroacetamide specifically inhibited up to 100% the formation of the saturated very long chain fatty acids (V LCFAs) with a carbon number of 20, 22 and 24. In cucumber and barley a 50% inhibition of VLCFA formation is achieved with 10 to 100 nM metazachlor representing the most sensitive effect of inhibitors on fatty acid elongation reported as yet. Sensitivity of fatty acid elongation depends on the amide structure present in the com pound and on its stereochemistry. Inhibition of oleic acid incorporation correlates with growth inhibition by chloroacetam ides of the intact cell (comp. Pestic. Sei. 52, 381-387, 1998). The present study extends this correlation to inhibition of VLCFA synthesis in higher plants. Obviously the primary mode of action of chloroacetam ides and related herbicidal substances is involved in the enzymic four-step fatty acid elongation system.

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B. Hasan, Bassam, and Taghried A. Salman. "Using a Streamlined Procedure to Combine AlCl3 and Chloroacetamide to Create a New Ionic Liquid." Al-Nahrain Journal of Science 26, no. 2 (2023): 19–22. http://dx.doi.org/10.22401/anjs.26.2.03.

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By reacting AlCl3 with chloroacetamide (CA) at the optimal mole ratio (2:1), a new type of ionic liquid was created in addition to the group of ionic liquids (aluminum chloride-amide). With an ionic conductivity of 0.34 mS/cm, the resultant clear brown ionic liquid demonstrated good thermal stability at ambient temperature in a glove box filled with nitrogen gas. Its coordination was established using FT-IR. Measurements have been made of additional physical characteristics including viscosity and cyclic voltammetry.

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Gowda, Basavalinganadoddy Thimme, Jozef Kožíšek, and Hartmut Fuess. "Structural Studies on N-(2,4,6-Trimethylphenyl)-methyl/ chloro-acetamides, 2,4,6-(CH3)3C6H2NH-CO-CH3–yXy (X = CH3 or Cl and y = 0, 1, 2)." Zeitschrift für Naturforschung A 61, no. 10-11 (2006): 588–94. http://dx.doi.org/10.1515/zna-2006-10-1112.

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TMPAThe effect of substitutions in the ring and in the side chain on the crystal structure of N- (2,4,6-trimethylphenyl)-methyl/chloro-acetamides of the configuration 2,4,6-(CH3)3C6H2NH-COCH3− yXy (X = CH3 or Cl and y = 0,1, 2) has been studied by determining the crystal structures of N-(2,4,6-trimethylphenyl)-acetamide, 2,4,6-(CH3)3C6H2NH-CO-CH3 (); N-(2,4,6- trimethylphenyl)-2-methylacetamide, 2,4,6-(CH3)3C6H2NH-CO-CH2-CH3 (TMPMA); N-(2,4,6- trimethylphenyl)-2,2-dimethylacetamide, 2,4,6-(CH3)3C6H2NH-CO-CH(CH3)2 (TMPDMA) and N-(2,4,6-trimethylphenyl)-2,2-dichloroacetamide, 2,4,6-(CH3)3C6H2NH-CO-CHCl2 (TMPDCA). The crystallographic system, space group, formula units and lattice constants in Å are: TMPA: monoclinic, Pn, Z = 2, a = 8.142(3), b = 8.469(3), c = 8.223(3), β = 113.61(2)◦; TMPMA: monoclinic, P21/n, Z = 8, a = 9.103(1), b = 15.812(2), c = 16.4787(19), α = 89.974(10)◦, β = 96.951(10)◦, γ =89.967(10)◦; TMPDMA: monoclinic, P21/c, Z = 4, a =4.757(1), b= 24.644(4), c =10.785(2), β = 99.647(17)◦; TMPDCA: triclinic, P¯1, Z = 2, a = 4.652(1), b = 11.006(1), c = 12.369(1), α = 82.521(7)◦, β = 83.09(1)◦, γ = 79.84(1)◦. The results are analyzed along with the structural data of N-phenylacetamide, C6H5NH-CO-CH3; N-(2,4,6-trimethylphenyl)-2-chloroacetamide, 2,4,6-(CH3)3C6H2NH-CO-CH2Cl; N-(2,4,6-trichlorophenyl)-acetamide, 2,4,6-Cl3C6H2NH-COCH3; N-(2,4,6-trichlorophenyl)-2-chloroacetamide, 2,4,6-Cl3C6H2NH-CO-CH2Cl; N-(2,4,6-trichlorophenyl)- 2,2-dichloroacetamide, 2,4,6-Cl3C6H2NH-CO-CHCl2 and N-(2,4,6-trichlorophenyl)- 2,2,2-trichloroacetamide, 2,4,6-Cl3C6H2NH-CO-CCl3. TMPA, TMPMA and TMPDCA have one molecule each in their asymmetric units, while TMPDMA has two molecules in its asymmetric unit. Changes in the mean ring distances are smaller on substitution as the effect has to be transmitted through the peptide linkage. The comparison of the other bond parameters reveal that there are significant changes in them on substitution.

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Journal, Baghdad Science. "Synthesis of Some new 2-(4-Aryliminophenoxy)N-Arylacetamide Via p-hydroxy benzaldehyde." Baghdad Science Journal 11, no. 2 (2014): 486–90. http://dx.doi.org/10.21123/bsj.11.2.486-490.

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Chloroacetamide derivatives (2a-g) have been prepared through reaction of chloroacetyl chloride(1) (which prepared by the reaction of chloroacetic acid with thionyl chloride) with primary aromatic amines and sulfa compounds to afford compounds (2a-g) which then reacted with p-hydroxy benzaldehyde via Williamson reaction to obtaine the new compounds 2-(4-formyl phenoxy)-N-aryl acetamide (3a-g). Finally , compounds (3a-g) will be use as a good synthon to prepare the Schiff bases represented by compounds 2-(4-aryliminophenoxy)-N-arylacetamide (4a-g). through , reaction with some primary aromatic amine. All the prepared compounds were investigated by the available physical and spectroscopic methods.

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Sonmez, Hayal Bulbul, and Niyazi Bicak. "Quaternization of poly(4-vinyl pyridine) beads with 2-chloroacetamide for selective mercury extraction." Reactive and Functional Polymers 51, no. 1 (2002): 55–60. http://dx.doi.org/10.1016/s1381-5148(02)00033-0.

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Hosny, Mona A., Wafaa A. Mokbel, and Emtithal A. El-Sawi. "A Convenient Synthesis of new Phenanthrolinone and Naphthyridinone Derivatives: Evaluation of their Biological activity." JOURNAL OF ADVANCES IN CHEMISTRY 9, no. 1 (2013): 1866–72. http://dx.doi.org/10.24297/jac.v9i1.2308.

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A novel and effective synthesis of substituted acetamide via smiles rearrangement is described. Treatment of phenols with 2-chloroacetamide in the presence of sodium hydroxide and DMA where substituted phenols, which contain electron withdrawing groups, are more reactive for smiles rearrangement. The reaction followed by cyclization of the product by E.A.A. afforded the corresponding substituted phenanthrolinone and naphthyridinone in good yields and showed higher activity against (G- and G+, Eschierchia coli and Staphylococcus aureus respectively) and good activity toward Aspergillius flavus and Candida albicans.

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Hosny, Mona A., Wafaa A. Mokbel, and Emtithal A. El-Sawi. "A Convenient Synthesis of new Phenanthrolinone and Naphthyridinone Derivatives: Evaluation of their Biological activity." JOURNAL OF ADVANCES IN CHEMISTRY 9, no. 1 (2014): 1866–72. http://dx.doi.org/10.24297/jac.v9i1.5552.

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Journal, Baghdad Science. "Synthesis and Characterization of New Fused Heterocyclic Compounds Consisting of Benzodiazepine, Quinoxaline, Benzimidazole and Thiazole Rings." Baghdad Science Journal 5, no. 3 (2008): 440–45. http://dx.doi.org/10.21123/bsj.5.3.440-445.

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In this study, new heterocyclic compounds were synthesized through the cyclization reactions of o-phenylenediamine (1) with various organic reagents. Benzodiazepine derivatives (2-4) were obtained by reaction of (1) with ethylacetoacetate, malonic acid and acetyl acetone.Treatment of compound (1) with chloroacetamide, chloroacetic acid, p-bromophenacyl bromide and oxalic acid dihydrate afforded quinoxaline derivatives (5-8), respectively. Reaction of compound (1) with benzoic acid, piperonal, cyclohexanone and carbon disulfide resulted in the formation of compounds (9-12), respectively. Finally, reaction of compound (12) with chloroacetic acid in the presence of potassium hydroxide produced compound (13).

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Salih, Nadia Adil, and Hanan Abd El-Latif Ibraheem. "Synthesis and Characterization of New Fused Heterocyclic Compounds Consisting of Benzodiazepine, Quinoxaline, Benzimidazole and Thiazole Rings." Baghdad Science Journal 5, no. 3 (2008): 440–45. http://dx.doi.org/10.21123/bsj.2008.5.3.440-445.

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Verma, Arvind Kumar, Arun Kumar, and Kunwar Abhishek Singh. "Synthesis and molecular docking for anticonvulsant activity of some new benzoxazole derivatives." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 551. https://doi.org/10.59467/ijhc.2025.35.551.

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To explore the anticonvulsant action related to the benzoxazole framework, a series of benzoxazole-piperazine derivatives, namely N-(4-(benzo[d]oxazol-2-yl)phenyl)-2-(piperazin-1-yl) acetamides (3a-e) (3), was synthesized by reacting N-(4-(benzo[d]oxazol-2-yl)phenyl)-2-chloroacetamide (2) with various substituted piperazines. Molecular docking studies were conducted using Auto Dock Vina 1.5.7 to evaluate the compounds' binding affinities with anticonvulsant-related targets protein data bank ID: 3PO7, 7WLJ, using zonisamide as a standard drug to ensure their potential. Several compounds exhibited notable and effective docking scores, indicating promising potential for anticonvulsant activity. Overall, all synthesized compounds demonstrated significant docking interactions, supporting further investigation into their therapeutic relevance.. KEYWORDS :Benzoxazole, Anticonvulsant activity, Human health, Docking.

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Ashraf, Zaman, Daeyoung Kim, Sung-Yum Seo, and Sung Kwon Kang. "Synthesis and crystal structures of the potential tyrosinase inhibitorsN-(4-acetylphenyl)-2-chloroacetamide and 2-(4-acetylanilino)-2-oxoethyl cinnamate." Acta Crystallographica Section C Structural Chemistry 72, no. 2 (2016): 94–98. http://dx.doi.org/10.1107/s205322961502433x.

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Substituted benzoic acid and cinnamic acid esters are of interest as tyrosinase inhibitors and the development of such inhibitors may help in diminishing many dermatological disorders. The tyrosinase enzyme has also been linked to Parkinson's disease. In view of hydroxylated compounds having ester and amide functionalities to potentially inhibit tyrosinase, we herein report the synthesis and crystal structures of two amide-based derivatives, namelyN-(4-acetylphenyl)-2-chloroacetamide, C10H10ClNO2, (I), and 2-(4-acetylanilino)-2-oxoethyl cinnamate, C19H17NO4, (II). In compound (I), the acetylphenyl ring and the N—(C=O)—C unit of the acetamide group are almost coplanar, with a dihedral angle of 7.39 (18)°. Instead of esterification, a cheaper and more efficient synthetic method has been developed for the preparation of compound (II). The molecular geometry of compound (II) is a V-shape. The acetamide and cinnamate groups are almost planar, with mean deviations of 0.088 and 0.046 Å, respectively; the dihedral angle between these groups is 77.39 (7)°. The carbonyl O atoms are positionedsynandantito the amide carbonyl O atom. In the crystals of (I) and (II), N—H...O, C—H...O and C—H...π interactions link the molecules into a three-dimensional network.

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Wilkinson, R. E. "S-Ethyl dipropylthiocarbamate, N,N-Diallyl-2-chloroacetamide, and 2-chloroallyl diethyldithiocarbamate influence on sulfhydryl-dependent sucrose accumulation." Pesticide Biochemistry and Physiology 23, no. 1 (1985): 95–101. http://dx.doi.org/10.1016/0048-3575(85)90082-3.

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Smolobochkin, Andrey, Dinara Niyazova, Almir Gazizov, et al. "Discovery of Di(het)arylmethane and Dibenzoxanthene Derivatives as Potential Anticancer Agents." International Journal of Molecular Sciences 25, no. 12 (2024): 6724. http://dx.doi.org/10.3390/ijms25126724.

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A family of bifunctional dihetarylmethanes and dibenzoxanthenes is assembled via a reaction of acetals containing a 2-chloroacetamide moiety with phenols and related oxygen-containing heterocycles. These compounds demonstrated selective antitumor activity associated with the induction of cell apoptosis and inhibition of the process of glycolysis. In particular, bis(heteroaryl)methane containing two 4-hydroxy-6-methyl-2H-pyran-2-one moieties combine excellent in vitro antitumor efficacy with an IC50 of 1.7 µM in HuTu-80 human duodenal adenocarcinoma models with a high selectivity index of 73. Overall, this work highlights the therapeutic potential of dimeric compounds assembled from functionalized acetals and builds a starting point for the development of a new family of anticancer agents.

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Groke, Dirk, Shi-Qi Dou, and Alarich Weiss. "35Cl NQR and Structural Studies of Chloroacetanilides C6H3Cl2NHCOCH3-xClx, 1 ≤ x ≤ 3." Zeitschrift für Naturforschung A 47, no. 1-2 (1992): 160–70. http://dx.doi.org/10.1515/zna-1992-1-229.

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AbstractThe temperature dependence of 35Cl NQR frequencies and the phase transition behaviour of chloroacetanilides (N-[2,6-dichlorophenyl]-2-chloroacetamide, -2,2-dichloroacetamide, -2,2,2-trichloroacetamide) were investigated. The crystal structure determination of N-[2,6-dichlorophenyl]- 2-chloroacetamide leads to the following: a = 1893.8 pm, b = 1110.7 pm, c = 472.1 pm, space group P212121 = D24 with Z = 4 molecules per unit cell. The arrangement of the molecules and their geometry is comparable to the high temperature phase of the acetyl compound N-[2,6-dichlorophenyl]- acetamide. For N-[2,6-diclorophenyl]-2,2,2-trichloroacetamide it was found: a = 1016.6 pm, b = 1194.3 pm, c = 1006.7 pm, ß= 101.79°, space group P21/c = C52h, Z = 4. The structure is similar to the low temperature phase of N-[2,6-dichlorophenyl]-acetamide. Parallelism between the temperature dependence of the 35C1 NQR lines of the CCl3 group and the X-ray diffraction results concerning the different behaviour of the chlorine atoms was observed. The structures of the compounds show intermolecular hydrogen bonding of the N - H • • • O - C type. The phenyl group and the HNCO function are nearly planar. A bleaching out of several 35Cl NQR lines at a temperature far below the melting point of the substances was observed. The different types of chlorine atoms (aromatic, chloromethyl) can be distinguished by their temperature coefficients of the 35Cl NQR frequencies. All the resonances found show normal "Bayer" temperature behaviour. N-[2,6-dichlorophenyl]-2,2-diehloroacetamide shows several solid phases. One stable low temperature phase and an instable high temperature phase (at room temperature) were observed. The different phases were detected by means of 35Cl NQR spectroscopy and thermal analysis

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Li, Yang, Yu Zhang, Zhi Huang, Xiaoping Cao, and Kun Gao. "Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified RambergBäcklund reaction." Canadian Journal of Chemistry 82, no. 5 (2004): 622–30. http://dx.doi.org/10.1139/v04-028.

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A convenient and rapid approach for the synthesis of naturally occurring unsaturated amide alkaloids 1a1n by the recently developed one-flask RambergBäcklund reaction is described. The starting material was alcohol 3, which was transformed into thiolacetate 4 using the Mitsunobu reaction. In situ cleavage of acetyl moiety of 4, followed by alkylation of the resulting thiol with appropriate chloroacetamide 5, provided the sulfide 6. Oxidation of sulfide 6 gave the corresponding sulfone 2. Treatment of the sulfone 2 with the dibromodifluoromethane in the presence of alumina-supported potassium hydroxide in dichloromethane solution afforded unsaturated amide alkaloids 1a1n. To the best of our knowledge, the synthesis of 1e and 1i was reported for the first time.Key words: synthesis, unsaturated amide alkaloids, RambergBäcklund reaction.

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Malik, Jayshri J., and John M. Risley. "Synthesis ofN4-(2-acetamido-2-deoxy-?-D-glucopyranosyl)-L-asparagine analogues. Complete NMR assignments of chloroacetamide, bromoacetamide and glycinamide analogues." Magnetic Resonance in Chemistry 39, no. 2 (2001): 98–100. http://dx.doi.org/10.1002/1097-458x(200102)39:2<98::aid-mrc792>3.0.co;2-3.

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Dasari, Raghu, Srinivas Gali, and Namrata Vaddiraju. "Novel carboxamide and carbohydrazide functionalized pyridopyrimidine derivatives and their anticancer activity." Research Journal of Chemistry and Environment 27, no. 5 (2023): 83–90. http://dx.doi.org/10.25303/2705rjce083090.

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A series of novel carboxamide and carbohydrazide functionalized pyridopyrimidine derivatives was prepared starting from 6-methyl/ethyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile 1. Compound 1 on reaction with sulphuric acid gave compound 2. Compound 2 on reaction with chloroacetamide followed by reaction with EMME coupling and further cyclization gave compound 5. Compound 5 on reaction with hydrazine hydrate produced hydrazide derivatives 6. Compound 6 on reaction with diverse substituted aromatic aldehyde gave Schiff’s base derivatives 7a-j. Ester derivatives 5 on reaction with different aliphatic amine gave carboxamide derivatives 8a-f. All the final 7a-j and 8a-f compounds were evaluated for anti cancer activity against four human cancer cell lines such as HeLa - Cervical cancer (CCL-2), COLO 205- Colon cancer (CCL-222); HepG2- Liver cancer (HB-8065), MCF7 - Breast cancer (HTB-22) and promising compounds 7e, 7h and 7j have been identified.

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Arustamyan, Zh S., R. E. Margaryan, G. G. Mkryan, et al. "Synthesis and Antioxidant Activity (4-(Benzo[d][1,3]-dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylsubstituted Aryloxypropanolamines, Aminoamides and Sulfanilamides." Žurnal organičeskoj himii 60, no. 1 (2024): 86–93. https://doi.org/10.31857/s0514749224010072.

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Alkylation of 3,4-methylenedioxyphenylacetоnitrile with 2,2-dichlorodiethyl ether gave the corresponding nitrile the reduction of which with lithium aluminum hydride isolated (4-(benzo[d][1,3]dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylamine. The interaction of the latter with aryloxymethyloxiranes gave the corresponding 1-((4-(benzo[d][1,3]dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylamino)-3-aryloxypropan-2-ols. By the reaction of the same amine with chloroacetyl chloride isolated chloroacetamide, the interaction of which with a variety of secondary amines and heterylthiols synthesized the corresponding substituted amino- and sulfanylacetamides - derivatives of (4-(benzo[d][1,3]dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylamine. The antioxidant activity of the obtained compounds was studied.

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Tsygankov, Alexander V., Vladyslav O. Vereshchak, Tetiana O. Savluk та ін. "Ugi bisamides based on pyrrolyl-β-chlorovinylaldehyde and their unusual transformations". Beilstein Journal of Organic Chemistry 20 (26 липня 2024): 1773–84. http://dx.doi.org/10.3762/bjoc.20.156.

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By one-pot four- and three-component Ugi reactions involving convertible isocyanides and unexplored pyrrole-containing β-chlorovinylaldehyde, a small library of 20 bisamides with unusual behavior in post-Ugi transformations was prepared and characterized. Surprisingly, a well-documented approach to obtain peptide-containing carboxylic acids through acid hydrolysis of the convertible isocyanide moiety in the Ugi bisamides proceeded in an unexpected manner in our case, leading to the formation of derivatives of amides of heterylidenepyruvic acid. An optimized synthetic protocol for this transformation was elaborated and a plausible sequence involving the elimination of the 2-chloroacetamide moiety and the conversion of the β-chlorovinyl fragment into a vinyl one is provided.

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Møllendal, Harald, and Svein Samdal. "Conformation and Intramolecular Hydrogen Bonding of 2-Chloroacetamide as Studied by Microwave Spectroscopy and Quantum Chemical Calculations." Journal of Physical Chemistry A 110, no. 6 (2006): 2139–46. http://dx.doi.org/10.1021/jp056598k.

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Abdel‐Latif, Ehab, Mustafa M. Fahad, Amr El‐Demerdash, and Mohamed A. Ismail. "Synthesis and biological evaluation of some heterocyclic scaffolds based on the multifunctional N ‐(4‐acetylphenyl)‐2‐chloroacetamide." Journal of Heterocyclic Chemistry 57, no. 8 (2020): 3071–81. http://dx.doi.org/10.1002/jhet.4012.

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Liu, Liya, Zaifu Zhou, Qingxin Kong, Pei Yang, and Qing Li. "Synthesis and antibacterial activity of benzimidazole amides based on computer-aided technology." BIO Web of Conferences 166 (2025): 01008. https://doi.org/10.1051/bioconf/202516601008.

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Benzimidazole compounds are benzoheterocyclic compounds containing 2 nitrogen atoms. These compounds not only have broad-spectrum biological activities such as antihypertensive, antiparasitic, antibacterial and antifungal, but also play a great role in pharmacological activity and metal ligands. Therefore, the study of benzimidazole compounds has become one of the hot spots in recent years, especially in the field of medicinal chemistry. Benzimidazolamide compounds were synthesized from 2-mercaptobenzimidazole, 2-chloroacetamide, benzyl chloride, 2, 4-dichlorobenzyl chloride and 3-chlorobenzyl chloride by S-alkylation and n-alkylation reactions. The structure of the new compounds was determined by IR, MS and other modern analytical methods, and the antimicrobial activity was studied. And the basic methods of computer-aided drug design are introduced. This study has improved the heterocycles of such compounds, which will certainly be easier and more conducive to understanding its special function and drug activity mechanism, so as to provide a good research basis for the development of antimicrobials.

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Raghavendra, M., Halehatty S. Bhojya Naik, and Bailure S. Sherigara. "Microwave-assisted one-pot synthesis of some new furo[2,3-b]quinolines using potassium carbonate under solvent-free conditions." Canadian Journal of Chemistry 85, no. 12 (2007): 1041–44. http://dx.doi.org/10.1139/v07-124.

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A rapid, solvent-free microwave-assisted method has been developed for the synthesis of novel furo quinolines. The title compounds were achieved by the reaction between corresponding 2-hydroxy-3-formyl-quinolines (1a–1c) with chloroacetamide, ethylchloroacetate, and phenacylbromide in specially designed microwave (MW) oven for organic synthesis in unsealed borosil vessel in presence of potassium carbonate. In this method, isolation is accomplished by just treating the reaction mixture with water, and products were obtained in high yield. Hence, this method was found to be very effective and ecofriendly. The structure of the newly synthesized compounds has been evaluated on the basis of analytical, IR, 1H NMR, and mass spectral data.Key words: furoquinoline, microwave irradiation, potassium carbonate, solvent-free conditions.

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Nguyen Tien, Cong, Trung Vu Quoc, Dat Nguyen Dang, Giang Le Duc, and Luc Van Meervelt. "Synthesis and structure of (E)-N-(4-methoxyphenyl)-2-[4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy]acetamide." Acta Crystallographica Section E Crystallographic Communications 77, no. 2 (2021): 184–89. http://dx.doi.org/10.1107/s2056989021000864.

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The title compound N-(4-methoxyphenyl)-2-[4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy]acetamide, C24H21NO4, was prepared from reaction of N-(4-methoxyphenyl)-2-chloroacetamide and (E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one, which was obtained from the reaction of 4-hydroxybenzaldehyde and acetophenone. The structure of the title compound was determined by IR, 1H-NMR, 13C-NMR and HR–MS spectroscopic data and further characterized by single-crystal X-ray diffraction. The asymmetric unit contains four molecules, each displaying an E-configuration of the C=C bond. The dihedral angle between the phenyl rings in each molecule varies between 14.9 (2) and 45.8 (2)°. In the crystal, C—H...O hydrogen-bonding interactions link the molecules into chains running along the [001] direction. In addition, C—H...π interactions further stabilize the crystal packing. A Hirshfeld analysis indicates that the most important contributions to the surface contacts are from H...H (43.6%), C...H/H...C (32.1%) and O...H/H...O (18.1%) interactions.

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Stepanovs, Dmitrijs, Daniels Posevins, and Maris Turks. "Crystal structures of two (±)-exo-N-isobornylacetamides." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (2015): 1117–20. http://dx.doi.org/10.1107/s2056989015015984.

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The title compounds consist of a bornane skeleton with attached acetamide, C12H21NO (±)-(1) {systematic name: (±)-N-[(1RS,2RS,4RS)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl]acetamide}, and chloroacetamide, C12H20ClNO (±)-(2) {systematic name: (±)-2-chloro-N-[(1RS,2RS,4RS)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl]acetamide}, functionalities to the 2-exo-position. The crystal structure of the first monoclinic polymorph of (±)-(1) has been reported previously [Unget al.(2014).Monatsh. Chem.145, 983–992]. Compound (±)-(1) crystallizes in the space groupP21/nwith two independent molecules in the asymmetric unit, in contrast to the above-mentioned polymorph which crystallized in the space groupC2/cwith one molecule in the asymmetric unit. In the title compounds, the bicyclic bornane moieties have normal geometries. In the crystals of both compounds, molecules are linked by N—H...O hydrogen bonds, reinforced by C—H...O contacts, formingtrans-amide chains propagating along thea-axis direction. In the case of compound (±)-(1), neighbouring chains are linked by further C—H...O contacts, forming double-chain ribbons along [100].

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Doub, J. Peyton, Henry P. Wilson, Thomas E. Hines, and Kriton K. Hatzios. "Consecutive Annual Applications of Alachlor and Metolachlor to Continuous No-Till Corn (Zea mays)." Weed Science 36, no. 3 (1988): 340–44. http://dx.doi.org/10.1017/s0043174500074981.

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Consecutive annual applications of alachlor [2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide] and metolachlor [2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide] were made to continuous no-till corn (Zea maysL. ‘Pioneer 3184’ in 1982 and 1983, ‘Pioneer 3744’ in 1984, and ‘Pioneer 3378’ in 1985 to 1987). In a 5-yr study, control of the dominant annual grass species, large crabgrass [Digitaria sanguinalis(L.) Scop. # DIGSA], by alachlor declined to less than 50% by the fifth year. Control of large crabgrass by metolachlor remained greater than 80% throughout the study but metolachlor allowed the establishment of a greater fall panicum (Panicum dichotomiflorumMichx. # PANDI) population in this and an additional 3-yr study than in chloroacetamide-free checks. In the 3-yr study in which giant foxtail (Setaria faberiHerrm. # SETFA) was dominant, annual applications of metolachlor and a microencapsulated formulation of alachlor provided better control in the second year than the emulsifiable concentrate formulation of alachlor, but formulation differences diminished in the third year.

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Hamed, Eman O., Mohamed G. Assy, Nabil H. Ouf, Doaa A. Elsayed, and Magda H. Abdellattif. "Cyclization of N-acetyl derivative: Novel synthesis – azoles and azines, antimicrobial activities, and computational studies." Heterocyclic Communications 28, no. 1 (2022): 35–43. http://dx.doi.org/10.1515/hc-2022-0004.

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Abstract:

Abstract 2-Pyridone is considered as one of the most famous efficient pharmaceutical compounds. Many approaches were discovered to synthesize 2-pyridone. In this present research, chloroacetylation of benzylamine at simple conditions, EtONa/EtCOONa produced N-benzyl-2-chloroacetamide 2. Compound 2 was allowed to react with different reagents. These reagents are acetylacetone, ethyl cyanoacetate, ethyl acetoacetate, and diethyl malonate, creating 2-pyridone derivatives with a good yield. The structures of the prepared compounds were elucidated by spectral data (IR, 1HNMR, and 13CNMR). The synthesized compound was tested for its antimicrobial activity against the Gram-positive (Staphylococcus aureus) and the Gram-negative (Escherichia coli) bacteria. In addition, the antifungal activities of the compounds were tested against two fungi (Candida albicans and Aspergillus flavus). Molecular docking studies were applied using the Autodock vina method. Theoretical methods prove all the experimental results by using molecular docking using Autodock vina and by ADEMT studies. The docking results represent that compound 20 had the best docking free energy, and it is the effective compound toward the selected bacterial and fungal proteins. ADME studies showed that the only compound 18 could cross the blood–brain barrier, and compound 15 was predicted to be soluble.

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