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Journal articles on the topic 'Malononitrile derivative'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

Thabet, H. Kh, Mohd Imran, Mohd Imran, Saleh Alaql, and M. H. M. Helal. "Bis(2-cyanoacetamide) in Heterocyclic Synthesis: Synthesis of Some Bis[2-oxopyridine, 2-iminochromene, Chromeno[3,4-c]pyridine, Benzochromeno[3,4-c]pyridine] Derivatives." Oriental Journal Of Chemistry 40, no. 1 (2024): 65–73. http://dx.doi.org/10.13005/ojc/400108.

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N,N'-(methylenebis(1,4-phenylene))bis-(2-cyanoacetamide) was exploited as a precursor for synthesing some bis (benzylidene 5a-c, pyridines 7, 8, 10a,b, chromene 14, benzochromene 15) derivatives containing diphenyl-methylene spacer via the reaction with each of aromatic aldehydes, pentane-2,4-dione, acetaldehyde/ malononitrile, arylidene-malononitriles, ethyl cinnamates, 2-hydroxybenzaldehyde, and 2-hydroxy-1-naphthaldehyde). Bis(chromeno[3,4-c]pyridines 16&18) were synthesized via Michael's addition of malononitrile or ethyl cyanoacetate to bis(chromene) derivative. The newly prepared com

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2

Hammouda, M., A. S. El-Ahl, Y. M. El-Toukhee, and M. A. Metwally. "Reactions of Ketonic Mannich Bases with Malononitrile and Malononitrile dimer." Journal of Chemical Research 2002, no. 2 (2002): 89–94. http://dx.doi.org/10.3184/030823402103171258.

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The reaction of malononitrile with the tertiary Mannich base hydrochloride derived from acetophenone and some related compounds 1, 3, 5 and 7, in piperidine at 50°C afforded the pyrido[1,2-a]pyrimidine derivatives 2, tetrahydronaphthalene derivative 4 substituted quinolines 6 and benzopyran derivatives 8. While the condensation of malononitrile dimer with acetophenone, cyclohexanone and/ or α-tetralone Mannich bases hydrochloride 1, 3 and 9 gave the pyridine, isoquinoline and benzo[f]isoquinoline derivatives 10–12 in moderate to good yield.

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3

El-mahdy, Kamelia, Azza El-Kazak, Mohamed Abdel-Megid, Magdy Seada, and Osama Farouk. "Synthesis, Characterization and Biological Evaluation of some New Thieno[2,3-d]Pyrimidine Derivatives." JOURNAL OF ADVANCES IN CHEMISTRY 5, no. 1 (2009): 581–91. http://dx.doi.org/10.24297/jac.v5i1.937.

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10-Oxo-4,6,7,8,9,10-hexahydroprazolo[1,5-a][1]benzothieno[2,3-d]pyrimidine-3-carbaldehyde (2) was prepared by Vilsmeier-Haack reaction of 3-amino-2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one (1). Reaction of carbaldehyde derivative 2 with malononitrile afforded arylidene malononitrile 3. Cyclization of the latter compound with thiourea yielded pyrimidinethione 4. Interaction of carbaldehyde derivative 2 in presence of thiourea with keto- compounds such as ethyl acetoacetate, or acetylacetone, or dimedone or ethyl cyanoacetate gave pyrimidine derivatives 5-8. Hydrazinolys

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4

Bedair, A. H., Abd El-Wahab, A. M. El-Agrody, F. M. Ali, A. H. Halawa, and G. M. El-Sherbiny. "Binary heterocyclic systems containing the ethylideneamino linkage: synthesis of some new heterocyclic compounds bearing the naphtho-[2,1-b]furan moiety." Journal of the Serbian Chemical Society 71, no. 5 (2006): 459–69. http://dx.doi.org/10.2298/jsc0605459b.

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Ethylidene hydrazine (4a,b) and thiazolidin-4-one (5) derivatives were synthesized by the reaction of ethylidenethiosemicarbazide derivative (3a) with ?-haloketone/ethyl bromoacetate, respectively. Hetrocyclization of ethylideneacetohydrazide derivative (7) with o-phenolic aldehydes gave the corresponding coumarin derivatives (8,9). The interaction of 7 with acetylacetone afforded the corresponding pyridine derivative (10). Treatment of the arylidene derivative 11b with malononitrile afforded the corresponding pyran derivative (12). The new products 3-12 were subjected to IR, 1H NMR and mass s

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5

Sultan Alwan, Ensaf, and Rafat Milad Mohareb. "Synthesis of bioactive heterocyclic compounds using camphor." Bulletin of the Chemical Society of Ethiopia 38, no. 4 (2024): 1069–76. http://dx.doi.org/10.4314/bcse.v38i4.20.

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The aim of the work was to synthesize novel heterocyclic compounds derived from camphor with antibacterial activity. The pyridazine, xanthene, pyranothiazole, pyridinothiazole, thiophene and pyrazole derivatives were produced from 4,11,11-trimethyl-9-phenyl-7-(2-phenylhydrazono)-3,4,5,6,7,9-hexahydro-1H-1,4-methanoxanthen-8(2H)-one (1). Thiophene derivatives 6a,b were produced according to the Gewald’s reaction for thiophene synthesis. On the other hand, pyranothiazol derivatives 8a,b were synthesized by the multicomponent reactions between xanthene derivative 5, benzaldehyde and ethylcyanoace

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6

Sališová, Marta, Ľubomír Šebo, Štefan Toma, and Eva Solčániová. "Study of the Reactivity of 2-Benzylidene[3]ferrocenophane-1,3-dione with Ethyl Acetoacetate and Some Other C-Nucleophiles." Collection of Czechoslovak Chemical Communications 58, no. 9 (1993): 2128–38. http://dx.doi.org/10.1135/cccc19932128.

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Michael addition of C-nucleophiles to 2-benzylidine[3]ferrocenophane-1,3-dione has been studied. In some cases, (ethyl acetoacetate, acetylacetone and malononitrile as the C-nucleophiles) the addition was followed by intramolecular cyclization leading to pyran derivatives. Addition of malononitrile gave the pyran derivative as a sole product. The Michael adducts of ethyl acetoacetate and acetylacetone can be converted to [7]ferrocenophane-1,7-dione derivatives by refluxing in benzene with triethylamine as catalyst. they also easily react with ammonia, under SiO2 catalysis, to give Hantzsch dih

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7

Shao, Jiaan, Wenteng Chen, Di Ke, Ke Shu, En Chen, and Yongping Yu. "Highly Efficient Synthesis of Polysubstituted 2-Aminopyrroles via a Multicomponent Domino Reaction." Synlett 29, no. 07 (2018): 922–27. http://dx.doi.org/10.1055/s-0036-1591907.

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A highly efficient approach to polysubstituted 2-aminopyrroles containing a coumarin derivative unit at the 5-position of the pyrrole ring was developed via a novel multicomponent domino reaction of glyoxal monohydrate derivatives, anilines, coumarin derivatives, and malononitrile. This transformation proceeded via an α-aminoketone as the key intermediate.

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8

Negrimovsky, Vladimir, Konstantin Volkov, Kyrill Suponitsky, and Evgeny Lukyanets. "C-Nucleophilic substitution in tetrachlorophthalonitrile — An approach to some new hexadecasubstituted phthalocyanines." Journal of Porphyrins and Phthalocyanines 17, no. 08n09 (2013): 799–806. http://dx.doi.org/10.1142/s1088424613500429.

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Reaction of tetrachlorophthalonitrile with some C -nucleophiles was studied. Only one chlorine atom was substituted regioselectively in the position 4 of benzene ring with diethyl malonate and malononitrile; no reaction occurred in case of bulkier diethyl ethylmalonate and ethylmalononitrile. In case of dimedone the domino substitution of two chlorine atoms, first with C -nucleophile followed by enolate O -nucleophile led to the mixture of two dibenzofuran derivatives. Remaining chlorine aroms n malonate and dibenzofuran derivatives were substituted with thiols, but in malononitrile derivative

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9

Akimoto, Natsume, Kaho Takaya, Yoshio Kasashima, Kohei Watanabe, Yasushi Yoshida, and Takashi Mino. "Pd-Catalyzed asymmetric allylic amination with isatin using a P,olefin-type chiral ligand with C–N bond axial chirality." Beilstein Journal of Organic Chemistry 21 (May 23, 2025): 1018–23. https://doi.org/10.3762/bjoc.21.83.

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In this study, we implemented the P,olefin-type chiral ligand (aR)-(−)-6, which contains a cyclohexyl group and a cinnamoyl group on the nitrogen atom, in the Pd-catalyzed asymmetric allylic amination of allylic esters with isatin derivatives 11 as nucleophiles. The reaction proceeds efficiently, yielding the products (S)-13 with good-to-high enantioselectivity. A scale-up reaction was also successfully conducted at a 1 mmol scale. Additionally, when malononitrile was added to the resulting product (S)-13a in the presence of FeCl3 as the catalyst, the corresponding malononitrile derivative (S)

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10

Atta-Allah, Saad R., Wael S. I. Abou-Elmagd, Kamal A. A. Kandeel, Magdy M. Hemdan, David S. A. Haneen, and Ahmed S. A. Youssef. "Synthesis and Antimicrobial Activity Evaluation of Some Novel Hydrazone, Pyrazolone, Chromenone, 2-Pyridone and 2-Pyrone Derivatives." Journal of Chemical Research 41, no. 11 (2017): 617–23. http://dx.doi.org/10.3184/174751917x15065183733150.

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A cyanoacetohydrazide derivative underwent a series of reactions with different nucleophilic reagents, such as hydrazine hydrate, p-chlorobenzaldehyde and salicylaldehyde, to give the condensation products. In addition, an arylidene malononitrile was reacted with different nitrogen nucleophiles, such as hydrazine hydrate, thiocarbohydrazide and cyanoacetohydrazide, to afford the hydrazine, hydrazone and pyridin-2-one derivatives, respectively. Furthermore, a pyridin-2-one derivative was reacted with different carbon electrophiles, such as carbon disulfide, p-chlorobenzaldehyde and acetic anhyd

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11

Roy, Artish, Aayushi Chanderiya, Hemlata Dangi, et al. "A one-pot multi-component synthesis of novel 2((1H-Indole-3yl) (Phenyl) methyl) malononitrile derivative by utilizing recoverable and efficient TiO2 nanocatalyst." Mediterranean Journal of Chemistry 13, no. 1 (2023): 27. http://dx.doi.org/10.13171/mjc02301231672das.

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<p>In this research, we have described a facile and user-friendly protocol for the formation of 2((1H-Indole-3yl)(Phenyl)methyl)malononitrile derivatives using a recoverable and efficient TiO2 nanocatalyst. This protocol is simple and incredibly efficient for the synthesis of novel 2((1H-Indole-3yl)(Phenyl)methyl)malononitrile derivatives. Nanoscale TiO2 is used as the catalyst. Since TiO<sub>2 </sub>has more surface area easily binds with the active site of a reactive molecule and initiates the reaction. At last, TiO<sub>2</sub> also recovered as it acts as a cat

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12

Percino, M. Judith, Margarita Cerón, Perumal Venkatesan, et al. "A low molecular weight OLED material: 2-(4-((2-hydroxyethyl)(methyl)amino)benzylidene)malononitrile. Synthesis, crystal structure, thin film morphology, spectroscopic characterization and DFT calculations." RSC Advances 9, no. 49 (2019): 28704–17. http://dx.doi.org/10.1039/c9ra05425a.

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13

Lozinski, Oleg, Tatyana Shokol, Oleg Shishkin, Vladimir Medvediev, and Vladimir Khilya. "The redeeming features of reaction of the 8-formyl-7-hydroxychromones with malononitrile." French-Ukrainian Journal of Chemistry 2, no. 1 (2014): 10–15. http://dx.doi.org/10.17721/fujcv2i1p10-15.

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A range of 4H,8H-pyrano[2,3-f]chromen-4,8-diones have been prepared using Knoevenagel reaction of the 8-formyl-7-hydroxychromones with malononitrile. The 4H,8H-pyrano[2,3-f]chromen-4,8-dione derivative was also obtained through the acid hydrolysis of the 8-imino-4H,8H-pyrano[2,3-f]chromen-4-one. 8-Formyl-7-hydroxychromone 1 was found to add two molecules of malononitrile through Michael addition resulting in formation of the 2-[8-amino-3-(4-chlorophenyl)-9-cyano-2-methyl-4-oxo-4H,10H-pyrano[2,3-f]chromen-10-yl]malononitrile.

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14

Hishmat, O. H., S. S. Mabrouk, A. M. M. Nasef, N. M. A. Shayeb, and S. A. Ismail. "Derivatives of Khellinonequinone and their Aflatoxigenic Activity." Zeitschrift für Naturforschung B 43, no. 3 (1988): 343–46. http://dx.doi.org/10.1515/znb-1988-0318.

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Nitration of khellinone leads to the formation of a small amount of 3-nitrokhellinone and 5-acetyl-6-hydroxybenzofuran-4.7-dione (khellinonequinone) as a main product. The latter compound reacts with primary amines to give the corresponding imino compounds. Reaction of khellinone with o-phenylenediamine involves condensation followed by cyclisation. While on the other hand treating with phenyl hydrazines gives the phenyl hydrazone. The pyrazolobenzofuran derivative was obtained by the action of hydrazine hydrate on khellinonequinone. Finally the reaction with malononitrile leads to the formati

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15

Hidayah, Nurul, Bambang Purwono, and Harno Dwi Pranowo. "One Step Synthesis of Symmetrical Amino Azine Derivatives Using Hydrazine Hydrate as a Reagent." Key Engineering Materials 840 (April 2020): 257–64. http://dx.doi.org/10.4028/www.scientific.net/kem.840.257.

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Symmetrical Amino Azine derivative compound of 6,6'-((1E,1'E)-hydrazine-1,2-diylidenebis (methanyl-ylidene)) bis (3,4-dimethoxyaniline) TM has been synthesized through an unusual reaction route employed benzylidine derivative with some electron withdrawing groups as intermediate compounds. The targeted TM compound was prepared by one pot reaction of the intermediate 2-(4,5-dimethoxy-2-nitrobenzylidene) malononitrile 3 or (E)-1,2-dimethoxy-4-nitro-5-(2-nitrovinyl)-benzene 4 or nitrohydrazone 5 with excess 80% hydrazine hydrate and 10% Pd/C catalyst. However, direct synthesis to produce TM using

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16

Yi Ho, Carr Hoi, Huanyang Cao, Yong Lu, et al. "Boosting the photovoltaic thermal stability of fullerene bulk heterojunction solar cells through charge transfer interactions." Journal of Materials Chemistry A 5, no. 45 (2017): 23662–70. http://dx.doi.org/10.1039/c7ta06530b.

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Charge transfer interaction of a donor polymer with an appropriate 9-fluorenylidene malononitrile derivative in the active layer leads to profoundly enhanced thermal stability of fullerene-based bulk heterojunction organic solar cells.

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17

Mohareb, R. M., and S. M. Fahmy. "Reaction of Malononitrile and Ethyl Cyanoacetate: a Novel Synthesis of Polyfunctional Pyridine Derivatives." Zeitschrift für Naturforschung B 40, no. 11 (1985): 1537–40. http://dx.doi.org/10.1515/znb-1985-1120.

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Malononitrile reacts with ethyl cyanoacetate to give a polyfunctional substituted pyridine derivative 5. The latter compound reacts with aniline, hydrazines and aromatic aldehydes to give condensated products. The active methylene of 5 couples with benzenediazonium chloride to give the phenylhydrazone derivative which cyclises readily to give a pyrido[2,3-d]pyridazine derivative. 5 reacts with trichloroacetonitrile, and carbon disulphide to give fused heterocyclic derivatives.

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18

Ahmed, Nesreen S., Alaadin E. Sarhan, Aisha A. K. Al-Ashmawy, Abd El-Galil E. Amr, Mogedda E. Haiba, and Elsayed A. Elsayed. "Synthesis and Characterization of New Dihydronaphthalene Candidates as Potent Cytotoxic Agents against MCF-7 Human Cancer Cells." BioMed Research International 2020 (December 23, 2020): 1–10. http://dx.doi.org/10.1155/2020/8649745.

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In the present work, a new series of dihydronaphthalene derivatives were synthesized starting with 6-methoxy-1-tetralone 1, and the corresponding hydrazine derivative 2. Reaction of compound 2 with aryl isothiocyanates produced thiosemicarbazides 3a-d, which were reacted with ethyl chloroacetate to give thiazolidinone derivatives 4a-d. Pyrano thiazolecarbonitrile derivatives 5a-f were prepared by heating a mixture of compounds 4a or 4c, aryl aldehydes, and malononitrile utilizing distilled water in the presence of catalytic amount of potassium hydrogen phthalate. Also, treatment of 4a with DMF

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19

Hornum, Mick, Jacob Kongsted, and Peter Reinholdt. "Computational and photophysical characterization of a Laurdan malononitrile derivative." Physical Chemistry Chemical Physics 23, no. 15 (2021): 9139–46. http://dx.doi.org/10.1039/d1cp00831e.

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The ketone group of the traditional push–pull dye Laurdan is replaced with a malononitrile group. The new probe is less bright than Laurdan due to a large drop in the fluorescence quantum yield but functions well as a molecular rotor.

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20

Geies, A. A., A. M. Kamal El-Dean, and M. I. Abdel Monem. "Reinvestigation of the Reaction of Arylidene Malononitrile with Cyanothioacetamide: New Approach for the Synthesis of Pyridine Derivatives." Zeitschrift für Naturforschung B 47, no. 10 (1992): 1438–40. http://dx.doi.org/10.1515/znb-1992-1015.

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Arylidene malononitrile reacted with cyanothioacetamide under basic condition to afford the pyridine derivative (2). The same product was obtained from the reaction of arylidene ethylcyanoacetate, arylidene diethyl malonate, arylidene pyrazolinone with cyanothioacetamide under the same condition. A resonable mechanism for this behaviour was suggested.

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21

Upadhyay, Abhishek, and R. K. P. Singh. "An Efficient One Pot Four-Component Synthesis of Spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] Derivatives via Electrochemical Approach." Asian Journal of Chemistry 33, no. 7 (2021): 1685–91. http://dx.doi.org/10.14233/ajchem.2021.23196.

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An efficient, simple and one pot, synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] derivative by electrochemically induced condensation of β-keto ester, hydrazine hydrate, malononitrile or ethyl cyanoacetate and isatin in an undivided cell at constant current where sodium bromide was present as electrolyte in ethanol medium.

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22

Abass, Mohamed, Mostafa Ismail, Wafaa Abdel-Monem, and Aisha Mayas. "Substituted pyridopyrimidinones, Part IV: 2-chloro-4h-pyrido[1,2-a]pyrimidin-4-one as a synthone of some new heterotricycles." Journal of the Serbian Chemical Society 75, no. 1 (2010): 11–17. http://dx.doi.org/10.2298/jsc1001011a.

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2-Chloro-4H-pyrido[1,2-a]pyrimidin-4-one (1) was utilized as a synthone precursor to prepare novel heterotricyclic systems. 2-Azido and 2-hydrazino derivatives (2 and 3) were obtained by nucleophilic replacement evolving compound 1. The hydrazine derivative 3 was transformed into the azido derivative 2 by nitrosation. Treatment of compound 3 with [bis(methylthio)methylene] malononitrile afforded 2-pyrazolylpyridopyrimidine 4. When compound 1 was reacted with 5-amino-3-(methylthio)-1H-pyrazole-4-carbonitrile, the same compound 4 was obtained with no evidence for the production of (pyrazolylamin

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23

Abdel-Latif, Nehad A. "Synthesis and Antidepressant Activity of Some New Coumarin Derivatives." Scientia Pharmaceutica 73, no. 4 (2005): 193–216. http://dx.doi.org/10.3797/scipharm.aut-05-15.

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The coumarin-3-cinnamoyl derivatives 2a-d were prepared via Claisen-Schmidt condensation of 3-acetylcoumarin 1 with different aromatic aldehydes. Cycloaddition reaction of 2b,e with guanidine and thiourea yielded the corresponding aminopyrmimidine 3a,b and thioxypyrimidine derivatives 4a,b, respectively. Compounds 4a,b were condensed with chloroacetic acid or 3-bromopropionic acid to yield coumarin 3-thiazolo-pyrimidine 5a,b and thiazinopyrimidine 6a,b derivatives, respectively. Compounds 4a,b were condensed with chloroacetic acid and aromatic aldehyde to yield the aryl methylene derivatives 7

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24

Tong, Fei, Wenwen Xu, Tianyi Guo, et al. "Photomechanical molecular crystals and nanowire assemblies based on the [2+2] photodimerization of a phenylbutadiene derivative." Journal of Materials Chemistry C 8, no. 15 (2020): 5036–44. http://dx.doi.org/10.1039/c9tc06946a.

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25

El-Hagrassey, Eman A., Ehab Abdel-Latif, and Gamal M. Abdel-Fattah. "Synthesis and efficiency of new pyridine, chromene and thiazole containing compounds as antimicrobial and antioxidant agents." Bulletin of the Chemical Society of Ethiopia 36, no. 1 (2022): 137–48. http://dx.doi.org/10.4314/bcse.v36i1.12.

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ABSTRACT. The versatile scaffold, N'-(2-cyanoacetyl)-2-hydroxybenzohydrazide (3) was utilized in the production of new pyridine, chromene and thiazole derivatives as antimicrobial and antioxidant agents. The synthetic strategy involves the treatment of precursor 3 with various arylidene-malononitrile and 3-aryl-2-cyanoacrylate compounds to furnish substituted pyridines 5 and 7. The interaction of 3 with salicylaldehyde and/or phenyl isothiocyanate followed by cyclization with chloroacetone produced the corresponding 2-imino-2H-chromene-3-carbohydrazide and (thiazol-2-ylidene-acetyl)-salicylic

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26

Yousuf, Sammer, Huma Bano, Munira Taj Muhammad, and Khalid Mohammed Khan. "Crystal structure of 2-[2-(benzyloxy)benzylidene]malononitrile." Acta Crystallographica Section E Crystallographic Communications 71, no. 8 (2015): o560—o561. http://dx.doi.org/10.1107/s2056989015012608.

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In the title benzylidenemalononitrile derivative, C17H12N2O, the dihedral angles between the central benzene ring and the Y-shaped C=C(CN)2group (r.m.s. deviation = 0.006 Å) and the terminal benzene ring are 12.72 (8) and 37.60 (11)°, respectively. The Car—O—Csp3—Cartorsion angle is −174.52 (13)° and the major twist between the aromatic rings occurs about the Csp3—Carbond. Weak aromatic π–π stacking [centroid–centroid separation = 3.7784 (13) Å; slippage = 1.21 Å] between inversion-related pairs of the central benzene rings is observed in the crystal.

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27

Amr, Abd El-Galil E., Alhussein A. Ibrahimd, Mohamed F. El-Shehry, Hanaa M. Hosni, Ahmed A. Fayed, and Elsayed A. Elsayed. "In Vitro and In Vivo Anti-Breast Cancer Activities of Some Newly Synthesized 5-(thiophen-2-yl)thieno-[2,3-d]pyrimidin-4-one Candidates." Molecules 24, no. 12 (2019): 2255. http://dx.doi.org/10.3390/molecules24122255.

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In this study, some of new thiophenyl thienopyrimidinone derivatives 2–15 were prepared and tested as anti-cancer agents by using thiophenyl thieno[2,3-d]pyrimidinone derivative 2 as a starting material, which was prepared from cyclization of ethyl ester derivative 1 with formamide. Treatment of 2 with ethyl- chloroacetate gave thienopyrimidinone N-ethylacetate 3, which was reacted with hydrazine hydrate or anthranilic acid to afford acetohydrazide 4 and benzo[d][1,3]oxazin-4-one 5, respectively. Condensation of 4 with aromatic aldehydes or phenylisothiocyanate yielded Schiff base derivatives

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28

Moirangthem, Nimalini Devi, and Warjeet Singh Laitonjam. "A new and facile synthetic approach to substituted 2-thioxoquinazolin-4-ones by the annulation of a pyrimidine derivative." Beilstein Journal of Organic Chemistry 6 (November 9, 2010): 1056–60. http://dx.doi.org/10.3762/bjoc.6.120.

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A new and facile synthesis of 2-thioxoquinazolin-4-ones by introducing a benzenoid system in the pyrimidine moiety by reacting ethoxymethylene derivatives of 1,3-diarylthiobarbituric acids (DTBA) with active methylene compounds, such as malononitrile and ethyl cyanoacetate, in presence of ZnCl2 has been developed.

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29

Mahmoud, M. R., A. A. Shalaby, T. A. Gad, and A. A. El-Khamry. "A facile synthesis and heteroannulation of pyrido[2,3-d]pyrimidine and related heterocyclic systems." Journal of Chemical Research 2009, no. 10 (2009): 612–15. http://dx.doi.org/10.3184/030823409x12523324765777.

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7-Amino-1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-(3,4,5-trimethoxyphenyl)pyrido[2,3- d]pyrimidine (1) was prepared and reacted with methyl iodide and ethyl chloroacetate to give the S-alkylated products 2 and 3, respectively. The reaction of 1 or 3 with hydrazine hydrate yielded the same 2-hydrazino derivative 4. Treatment of 4 with 2,4-pentanedione, 2-acetylcyclohexanone and ethyl acetoacetate afforded the corresponding pyrazolylpyrido[2,3- d]pyrimidine derivatives (5–7), while phthalic anhydride gave the phthalazinyl compound 8. Ethoxymethylenemalononitrile with the hydrazine 4 formed the fused 1

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30

ZARIF, H. KHALIL, S. YANNI AMAL, A. ABDEL-HAFEZ ALI, and A. KHALAF ALI. "Synthesis and Microbial Activity of 5-Heterocyclo-8-hydroxyquinolines." Journal of Indian Chemical Society Vol. 67, Oct. 1990 (1990): 821–23. https://doi.org/10.5281/zenodo.6244154.

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Chemistry Department, Faculty of Science, Assiut University, Assiut, Egypt <em>Manuscript received 24 March 1986, revised 27 March 1990, accepted 22 August 1990</em> A new series of  5-substituted cinnamoyl-8-hydroxyquinoline (1a-e) were prepared via the reaction of  5-acetyl-8-hydroxyquinoline with the selected aldehydes. 5 Pyrazolino-, isooxazolino-, and/or pyrmidine-thiono 8-hydroxyquinoline (2 - 4 respectively) were obtained from the reaction of  la-e with hydrazines, hydroxylamine and thiourea. Michael addition of active methylene compounds, e.g. malononitrile, cyanoethyl a

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31

Zhu, YuanRong, Hui Li, GuoTao Yan, et al. "A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN− and Cu2+ in aqueous solution." RSC Advances 5, no. 62 (2015): 49953–57. http://dx.doi.org/10.1039/c5ra08238b.

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A 2-(quinolin-2-ylmethylene) malononitrile (6) chemosensor capable of sensing cyanide and copper ions was designed through a sequential reaction with the two toxins. Significant color changes could be distinguished by the naked eye on UV lamp.

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Schramm, Adriana D. S., Renata Menger, and Vanderlei G. Machado. "Malononitrile–derivative chromogenic devices for the detection of cyanide in water." Journal of Molecular Liquids 223 (November 2016): 811–18. http://dx.doi.org/10.1016/j.molliq.2016.08.093.

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Mahdi, Monther. "Synthesis, Characterization and Antimicrobial Activity of Some Novel 1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile Derivatives." JOURNAL OF ADVANCES IN CHEMISTRY 11, no. 6 (2015): 3635–41. http://dx.doi.org/10.24297/jac.v11i6.851.

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The present research work deals with synthesize a series of various substituted benzothiazole containing 6-amino- 4-(substituted aryl)- tetrahydropyrano[2,3-c]pyrazole-5-carbonitrilic by reacting 2-mercaptobenzothiazole with hydrazine hydrate to synthesize hydrazine derivatives of benzothiazole (1), which then reacted with β- keto ester to develop pyrazole derivative (2), and then finally reacted with malononitrile and different aromatic aldehydes to obtain the final compounds (3a-3f). The structures of the intermediates and final compounds are assigned by using FTIR and 1H-NMR. The final comp

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Mitchell, Reginald H., Xin Jin, Tetsuo Otsubo, and Kazuo Takimiya. "An annulene TCNQ derivative with rather weak acceptor properties." Canadian Journal of Chemistry 75, no. 6 (1997): 611–15. http://dx.doi.org/10.1139/v97-072.

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Reaction of the bridged [14]annulenequinone, trans-10b,10c-dimethyl-10b,10c-dihydropyrene-2,7-quinone (12), with malononitrile in the presence of pyridine and TiCl4 gave 68% of the deep-purple extended TCNQ derivative, α,α,α′,α′-tetracyano-trans-10b, 10c-dimethyl-10b, 10c-dihydropyrene-2,7-quinodimethide (13). In solution, quinodimethide 13 appears to form a complex with diethylamine, but is too weak an electron acceptor to form complexes with tetrathiafulvalene, TTF, and related donors. The reduction potential of 13 was substantially lower than that found for TCNQ itself, and in properties 13

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Koleva, B. B., T. Kolev, R. Nikolova, Y. Zagraniarsky, and M. Spiteller. "Novel organic material with potential NLO application - electronic and spectroscopic properties." Open Chemistry 6, no. 4 (2008): 592–99. http://dx.doi.org/10.2478/s11532-008-0061-0.

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AbstractNovel dicyanoisophorone derivative, (E)-2-(3-(4-aminostyryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile, is synthesized and its structure elucidated by means of conventional and linear polarized IR-spectroscopy of oriented colloids in nematic host, 1H, 13C, 1H, 1H-COSY NMR, HPLC tandem ESI MS-MS spectrometry, UV-VIS and thermal methods. Ab initio and DFT level of theory are used to theoretically obtain the electronic structure and optical properties, both in ground and exited state, of the compound.

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Guo, Hua Mei, Qian Wu, and Yu Feng Li. "Synthesis and Crystal Structure Studies on 6-Amino-5,5,7-Tricyano-3,3a,4,5-Tetrahydro-2H-Indene-4-Spirocyclopentane." Advanced Materials Research 1025-1026 (September 2014): 717–22. http://dx.doi.org/10.4028/www.scientific.net/amr.1025-1026.717.

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A malononitrile derivative, 6-Amino-5,5,7-tricyano-3,3a,4,5-tetrahydro-2H-indene-4- Spirocyclopentane was synthesized in ethanol with malononitrile and cyclopentanone as raw materials. It was characterized by X-ray single crystal diffraction analysis.The crystal of the title complex belongs to Triclinic, P21/c space group with a=6.4687(13)Å, b=8.9901(18)Å, c=12.004(2)Å, α=93.55(3) deg, β=91.86(3) deg, γ=92.25(3) deg. V=695.8(2)Å3, Z=2, F(000)=278 and final R1=0.0524,WR2=0.1497. X-ray analysis reveals that The cyclohexene ring has a distorted half-chair conformation and the cyclopentene and

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37

M. Mohareb, R., M. M. Kamel, and Y. R. Milad. "Uses of -diketones for the synthesis of novel heterocyclic compounds and their antitumor evaluations." Bulletin of the Chemical Society of Ethiopia 34, no. 2 (2020): 385–405. http://dx.doi.org/10.4314/bcse.v34i2.15.

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The reaction of the 3-oxo-N,3-diphenylpropan-amide (3) with either malononitrile or ethyl cyanoacetate in ammonium acetate gave the 1,2-dihydropyridine derivatives 6a or 6b, respectively. On the other hand, carrying the same reaction in the presence of triethylamine gave the 1,6-dihydropyridine derivatives 7a and 7b, respectively. Moreover, compound 3 reacted with 2-aminoprop-1-ene-1,1,3-tricarbonitrile to give the pyridine derivative 9. Compound 7b reacted with the active methylene derivatives 10a,b and 4a,b to give the naphthyridine derivatives 11a,b and 12a,b; respectively. Compound 3 was a

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Cahyana, Antonius Herry, Agus Rimus Liandi, and Yosua Ongkowidjawa. "Iodine-catalyzed Synthesis, Antibacterial, and Antioxidant Activity of Isatin Derivatives." Indonesian Journal of Chemistry 24, no. 2 (2024): 567. http://dx.doi.org/10.22146/ijc.84113.

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Isatin is a unique compound with many bioactivities such as antiviral, anti-HIV, antitumor, anti-inflammatory, anticonvulsant, and antifungal. In this study, isatin derivatives were synthesized with an iodine catalyst and tested for antibacterial and antioxidant activities. Isatin derivatives were conducted through a Knoevenagel condensation reaction between isatin and malononitrile. The products were confirmed by thin-layer chromatography, melting point apparatus, FTIR, UV-vis spectroscopy, and LC-MS. The optimum reaction conditions were obtained at 10% mol of catalyst, at boiling point ethan

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El-Naggar, Mohamed, Amira S. Abd El-All, Shweekar I. A. El-Naem, Mohamed M. Abdalla та Huda R. M. Rashdan. "New Potent 5α- Reductase and Aromatase Inhibitors Derived from 1,2,3-Triazole Derivative". Molecules 25, № 3 (2020): 672. http://dx.doi.org/10.3390/molecules25030672.

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This work describes the utility of pyrazole-4-carbaldehyde 1 as starting material for the synthesis of a novel potent series of 5α-reductase and aromatase inhibitors derived from 1,2,3-triazole derivative. Condensation of 1 with active methylene and different amino pyrazoles produced the respective Schiff bases 2–4, 8 and 9. On the other hand, 1 was reacted with ethyl cyanoacetate and thiourea in one-pot reaction to afford the pyrazolo-6- thioxopyridin-2-[3H]-one (10). Moreover, α–β unsaturated chalcone derivative 11 was prepared via the reaction of compound 1 with P-methoxy acetophenone, whic

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Tolba, Mahmoud S., Mostafa Sayed, Shaban A. A. Abdel-Raheem, Taher A. Gaber, Adel M. Kamal El-Dean, and Mostafa Ahmed. "Synthesis and spectral characterization of some new thiazolopyrimidine derivatives." Current Chemistry Letters 10, no. 4 (2021): 471–78. http://dx.doi.org/10.5267/j.ccl.2021.4.004.

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Thiazolopyrimidnes are considered one of the most interesting classes in heterocyclic chemistry due to their pharmaceutical importance. Herein, we report the synthesis of some new heterocyclic compounds containing thiazolopyrimidine starting from compound (1) which was previously prepared in literature. The starting compound was allowed to react with different alkylating agents such as chloroacetone, chloroacetyl chloride, and phenacyl bromide to afford derivatives (2-4). Compound (5), benzylidene derivative, was obtained by the reaction of compound (2) with benzaldehyde while amino-dicarbonit

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41

El-Agrody, Ahmed M., Ahmed M. Fouda, Hany M. Mohamed, et al. "The Crystal Structure of 2-Amino-4-(2,3-Dichlorophenyl)-6-Methoxy-4H-Benzo[h]chromene-3-Carbonitrile: Antitumor and Tyrosine Kinase Receptor Inhibition Mechanism Studies." Crystals 12, no. 5 (2022): 737. http://dx.doi.org/10.3390/cryst12050737.

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The target compound, 2-amino-4-(2,3-dichlorophenyl)-6-methoxy-4H-benzo[h]chromene -3-carbonitrile (4), was synthesized via the reaction of 4-methoxynaphthalen-1-ol (1), 2,3-dichlorobenzaldehyde (2), and malononitrile (3) in an ethanolic piperidine solution under microwave irradiation. The synthesized β-enaminonitrile derivative (4) was characterized by spectral data and X-ray diffraction. The in vitro anti-proliferative profile was conducted against five cancer cell lines and was assessed for compound 4, which revealed strong and selective cytotoxic potency. This derivative showed promising in

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Mamedov, I. G., F. N. Naghiyev, I. A. Yakushev, and V. N. Khrustalev. "Synthesis of a Hexasubstituted Benzene Derivative from Pyridine-4-carbaldehyde and Malononitrile." Russian Journal of Organic Chemistry 61, no. 3 (2025): 554–57. https://doi.org/10.1134/s1070428024604473.

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43

Parveen, Mehtab, Mohammad Azeem, Azmat Ali Khan, et al. "One-Pot Synthesis of Benzopyrano-Pyrimidine Derivatives Catalyzed by P-Toluene Sulphonic Acid and Their Nematicidal and Molecular Docking Study." Catalysts 12, no. 5 (2022): 531. http://dx.doi.org/10.3390/catal12050531.

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A cost-effective and environmentally benign benzopyrano-pyrimidine derivative synthesis has been established with the condensation of different salicylaldehyde derivatives, piperidine/morpholine with malononitrile, in the presence of a catalyst containing p-toluene sulphonic acid (PTSA) at 80 °C temperature. This procedure offers a new and enriched approach for synthesizing benzopyrano-pyrimidine derivatives with high yields, a straightforward experimental method, and short reaction times. The synthesized compounds were investigated for their nematocidal activity, and the result shows that amo

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R., S. Dhivare, and S. Rajput S. "Synthesis and antimicrobial evaluation of some novel malononitrile derivatives from N-phenylpyrrolidine-2, 5-diones under microwave irradiation." Der Pharma Chemica 8, no. 1 (2016): 257–62. https://doi.org/10.5281/zenodo.3909817.

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<strong>ABSTRACT</strong> The purpose of study was to synthesize the focused library of new malononitrile derivative of substituted Nphenylpyrrolidine-2,5-dione as potential new hybrid antifungal molecules. These hybrid molecules were synthesized in a coupling reaction of substituted N-phenylpyrrolidine-2, 5-dione with dicyanomethane using solvent-free ecofriendly microwave-assisted method. The 2, 5-diones were prepared by the reaction of succinic anhydride with substituted aryl amines in presence of benzene and acetyl chloride. All the synthesized molecules were persisted and vetted for antim

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Du, Juan, Liuheng Wang, Na Xie, et al. "Optical limiting property of a liquid malononitrile derivative on 800 nm laser pulses." Optical Materials 58 (August 2016): 164–70. http://dx.doi.org/10.1016/j.optmat.2016.05.028.

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46

Vidya, L., Avijit Ghosh, Aparna Raj, et al. "An insight into structural, spectroscopic and nonlinear optical Application of a promising malononitrile derivative: (Z)-2-(3-chloro-3-(4-chlorophenyl)allylidene)malononitrile." Chemical Physics Impact 8 (June 2024): 100640. http://dx.doi.org/10.1016/j.chphi.2024.100640.

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47

Arafat, Mahmoud, Ehab Abdel-Latif, Fathy M. El-Taweel, Seif-Eldin N. Ayyad, and Khaled S. Mohamed. "Synthesis and biological assessment of new benzothiazolopyridine and benzothiazolyl- triazole derivatives as antioxidant and antibacterial agents." Bulletin of the Chemical Society of Ethiopia 36, no. 2 (2022): 451–63. http://dx.doi.org/10.4314/bcse.v36i2.17.

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ABSTRACT. A novel series of benzothiazolopyridine derivatives was synthesized via interaction of -2-(benzothiazol-2-yl)-3-(4-chlorophenyl)acrylonitrile (2) with a diverse of commercially available reagents (indandione, thiobarbituric acid, and malononitrile). Moreover, a novel group of benzothiazole linked substituted 1,2,3-triazole derivatives were synthesized by exploring the chemical behavior of 5-benzothiazolyl-2-(4-chlorophenyl)-triazol-4-amine through refluxing in glacial acetic acid, condensation with phthalic anhydride, and cyanoacetylation reactions. All newly synthetized compounds ha

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48

Ryzhkova, Yuliya E., Fedor V. Ryzhkov, Oleg I. Maslov, and Michail N. Elinson. "2,4-Diamino-5-(5-hydroxy-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile." Molbank 2023, no. 1 (2023): M1541. http://dx.doi.org/10.3390/m1541.

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5H-Chromeno[2,3-b]pyridines are important compounds with industrial, biological, and medicinal properties. In this short note, the multicomponent reaction of salicylaldehyde, malononitrile dimer, and 2-phenyl-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one in dimethyl sulfoxide at ambient temperature was investigated to give 2,4-diamino-5-(5-hydroxy-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile with good yield. The structure of the previously unknown chromeno[2,3-b]pyridine derivative was confirmed by elemental analysis, mass, nuclear magnetic resonan

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Mohareb, Rafat Milad, Rehab Ali Ibrahim, and Ensaf Sultan Alwan. "Multi-component Reactions of Cyclohexan-1,3-diketones to Produce Fused Pyran Derivatives with Antiproliferative Activities and Tyrosine Kinases and Pim-1 Kinase Inhibitions." Acta Chimica Slovenica 68, no. 1 (2021): 51–64. http://dx.doi.org/10.17344/acsi.2020.6090.

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In this work the multi-component reactions of either of the arylhydrazocyclohexan-1,3-dione derivatives 3a–c with either of benzaldehyde (4a), 4-chlorobenzaldehyde (4b) or 4-methoxybenzaldehyde (4c) and either malononitrile (5a) or ethyl cyanoacetate (5b) giving the 5,6,7,8-tetrahydro-4H-chromene derivatives 6a–r, respectively, are presented. The reaction of two equivalents of cyclohexan-1,3-dione with benzaldehyde gave the hexahydro-1H-xanthene-1,8(2H)-dione derivative 7. On the other hand, the multi-component reactions of compound 1 with dimedone and benzaldehyde gave 13. Both of 7 and 13 un

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Darwish, Elham S. "Facile Synthesis and Antimicrobial Evaluation of Some New Heterocyclic Compounds Incorporating a Biologically Active Sulfamoyl Moiety." Scientific World Journal 2014 (2014): 1–10. http://dx.doi.org/10.1155/2014/165495.

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A facile and convenient synthesis of new heterocyclic compounds containing a sulfamoyl moiety suitable for use as antimicrobial agents was reported. The precursor 3-oxo-3-phenyl-N-(4-sulfamoylphenyl)propionamide was coupled smoothly with arenediazonium salt producing hydrazones which reacted with malononitrile or triethylorthoformate affording pyridazine and triazine derivatives, respectively. Also, the reactivity of the same precursor with DMF-DMA was followed by aminotriazole; aromatic aldehydes was followed by hydrazine hydrate, triethylorthoformate, or thiourea affording triazolo[1,5-a]pyr

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