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Journal articles on the topic '4-triazin'

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Published: 4 June 2021

Last updated: 1 February 2022

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1

Al-Romaizan, Abeer N. "Behavior of 3-hydrazino-6-aryl-1,2,4-triazin-5-one as a strong nucleophile towards active electrophilic compounds and their antibacterial evaluation." Mediterranean Journal of Chemistry 9, no. 3 (October 17, 2019): 279–57. http://dx.doi.org/10.13171/mjc93191014920aar.

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The behavior of 3-hydrazino-6-aryl-1,2,4-triazin-5-one towards the active electrophilic compounds in polar and/ or non-polar solvents and various times and temperatures, has been studied. N-[2-(3-(3/5-(4-Nitrophenyl)-5/3-thioxo-1H-1,2,4-triazol-1-yl)-5-oxo-1,2,4-triazin-6-yl)phenyl]pivalamides were obtained from the reaction of N-(2-(3-hydrazineyl-5-oxo-1,2,4-triazin-6-yl)phenyl)-pivalamide with 4-nitrobenzoyl isothiocyanate in THF and/ or EtOH-piperidine respectively. Also, N-(2-(3-hydrazineyl-5-oxo-1,2,4-triazin-6-yl)phenyl)-pivalamide was shown a strong nucleophilic behavior by reaction with N-phenyl-thiourea to produceÂ N-[2-(5-oxo-3-(2-(phenylcarbamothioyl)-hydrazineyl)-1,2,4-triazin-6-yl)phenyl]pivalamide, which upon cyclization with diethyl carbonate produced N-(2-(5-oxo-3-(5-oxo-4-phenyl-3-thioxo-1,2,4-triazolidin-1-yl)- 1,2,4-triazin-6-yl)phenyl)pivalamide. Moreover, N-(2-(3-hydrazineyl-5-oxo-1,2,4-triazin-6-yl)phenyl)pivalamide studied its behavior by reaction with cyanoacetic acid, chloroacetonitrile, and/ or benzoyl carbonitrile to produce N-(2-(3-amino-4,8-dioxo-4H-[1,2,4]triazino[4,3-b][1,2,4]triazin-7-yl)phenyl)pivalamide,N-(2-(4-amino-8-oxo-2H-[1,2,4]triazino[4,3-b][1,2,4]triazin-7-yl)phenyl)pivalamide and N-(2-(4-imino-8-oxo-3-phenyl-4H-[1,2,4] triazino [4,3-b][1,2,4]triazin-7-yl)phenyl)pivalamide. Structure of the products was established upon their elemental analysis and FT-IR, 1H/ 13C NMR, and MS. The new compounds were evaluated as antibacterial agents some Gram-positive and negative bacteria. Some compounds were showed the highest inhibition activity towards Pseudomonas aeruginosa, Bacillus subtilis, Bacillus cereus, and Sarcina lutea bacteria and lowest inhibitory activity against Escherichia coli bacteria.

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2

Fuerst, E. Patrick, Michael Barrett, and Donald Penner. "Control of Triazine-Resistant Common Lambsquarters (Chenopodium album) and Two Pigweed Species (Amaranthusspp.) in Corn (Zea mays)." Weed Science 34, no. 3 (May 1986): 440–43. http://dx.doi.org/10.1017/s0043174500067151.

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Various chemical treatments were evaluated over two growing seasons for control of triazine-resistant common lambsquarters (Chenopodium albumL. # CHEAL) and for control of a triazine-resistant infestation containing both redroot pigweed (Amaranthus retroflexusL. # AMARE) and Powell amaranth (A. powelliiS. Wats. # AMAPO). Atrazine [6-chloro-N-ethyl-N′-(1-methylethyl)-1,3,5-triazine-2,4-diamine], cyanazine {2-[[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl] amino]-2-methylpropanenitrile}, and metribuzin [4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one] provided unsatisfactory control of these biotypes. Satisfactory control of common lambsquarters was obtained with preemergence applications of pendimethalin [N-(1-ethylpropyl)-3,4-dimethyl-2,6-dinitrobenzenamine] or dicamba (3,6-dichloro-2-methoxybenzoic acid), or postemergence applications of dicamba, bromoxynil (3,5-dibromo-4-hydroxybenzonitrile), or bentazon [3-(1-methylethyl)-(1H)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide]. Satisfactory control of pigweed was obtained with preemergence applications of alachlor [2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide] or postemergence treatments of dicamba, bromoxynil, or 2,4-D [(2,4-dichlorophenoxy) acetic acid].

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3

Deohate, Pradip P., and Roshani S. Mulani. "Microwave Irradiative Synthesis of Triazine Substituted Pyrazoles and Study of Antitubercular and Antimicrobial Activities." Asian Journal of Chemistry 31, no. 5 (March 28, 2019): 1087–90. http://dx.doi.org/10.14233/ajchem.2019.21826.

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Microwave irradiative synthesis of triazine substituted pyrazoles i.e. (4-benzylideneamino-6-methyl-[1,3,5]-triazin-2-yl)-(5-methyl-2-substituted benzoyl/isonicotinoyl/cinnamoyl-pyrazol-3-yl)-amines have been achieved by the cyclocondensation of N-(4-benzylideneamino-6-methyl-[1,3,5]-triazin-2-yl)-3-oxo butyramide with substituted acid hydrazides. Synthesis of required butyramide was done by reacting 2,4-diamino-6-methyl-[1,3,5]-triazine with benzaldehyde and then condensing the product with ethyl acetoacetate. Structural investigation of synthesized compounds has been done by chemical transformation, elemental analysis and IR, 1H NMR, mass spectral studies. Study of antitubercular and antimicrobial activity of title compounds against some selected Gram-positive and Gram-negative microorganisms was performed to establish the relationship between structure and activity of compound.

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4

Collins, David J., Timothy C. Hughes, and Wynona M. Johnson. "Dihydro-1,2,4-triazin-6(1H)-ones. III. Oxidation Products of 1-Methyl-3-phenyl- 4,5-dihydro-1,2,4-triazin-6(1H)-one." Australian Journal of Chemistry 52, no. 10 (1999): 971. http://dx.doi.org/10.1071/ch99047.

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1-Methyl-3-phenyl-4,5-dihydro-1,2,4-triazin-6(1H)-one (1) undergoes aerial oxidation to give a mixture of 1- methyl-3-phenyl-1,2,4-triazin-6(1H)-one (2) and 1-methyl-3-phenyl-1,4-dihydro-1,2,4-triazine-5,6-dione (3). The dehydro derivative (2) was cleanly prepared by the oxidation of (1) with 2,3-dichloro-5,6-dicyano-1,4- benzoquinone (ddq). The dehydro derivative (2) underwent a surprising rearrangement to the triazole (12) upon oxidation with OxoneR. Several attempts at unambiguous synthesis of the α-dicarbonyl derivative (3) were unsuccessful; it was obtained, together with the 1,4-dimethyl derivative (13) by methylation of 3-phenyl-1,4- dihydro-1,2,4-triazine-5,6-dione (4) with sodium hydride and methyl iodide.

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5

Alharbi, Abdulrahman Salim, and Nawaa Ali Alshammari. "Synthesis of some new 5-amino-3-(substituted-amino)-6-(fluoro/ nitro)aryl-1,2,4-triazine derivatives as lamotrigine analogs and their evaluation in vitro as antibacterial agents." Mediterranean Journal of Chemistry 8, no. 6 (July 28, 2019): 486–93. http://dx.doi.org/10.13171/mjc861907296asa.

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Some new fluorine-substituted 3,5-disubstituted amino-1,2,4-triazines have been obtained from aryl-amination of 2,2,2-trifluoro-N-[2-(5-hydroxy-3-thioxo-2,3-dihydro-1,2,4-triazin-6-yl)-4-nitrophenyl] acetamide followed by ammonolysis to produce N-(2-(5-amino-3-(arylamino)-1,2,4-triazin-6-yl)-4-nitrophenyl)-2,2,2-trifluoroacetamides which reacted with N-phenylthiourea. The structures of products were deduced from their elemental analysis and spectral measurements. The new lamotrigine analogs were evaluated in vitro as antibacterial. Interestingly, some compounds showed interesting activity against the Bacillus subtilis, Streptococcus faecalis, Micrococcus luteus, and Staphylococcus aureus bacteria.

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6

Ali, Ola Ahmad Abu. "Synthesis and Characterization Antifungal Fluorine Substituted Fused Heterobicyclic Nitrogen Systems Containing 1,2,4-triazine Moiety." Journal of Molecular Biology Research 8, no. 1 (May 2, 2018): 41. http://dx.doi.org/10.5539/jmbr.v8n1p41.

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Synthesis of some new full fluorinated heterobicyclic nitrogen systems containing 1,2,4-triazine moiety (4-10) have been deduced from heterocyclization of 6-(2'-trifluoroacetylamino)phenyl-3-(4'-fluorophenyl-1,2,4-triazin-5-one (3) with active oxo / halo-compounds. Structure of the products have been established upon their elemental and spectral date. Most of these systems exhibited a good to moderate antifungal activities.

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7

Latacz, Gniewomir, Annamaria Lubelska, Magdalena Jastrzębska-Więsek, Anna Partyka, Małgorzata Anna Marć, Grzegorz Satała, Daria Wilczyńska, et al. "The 1,3,5-Triazine Derivatives as Innovative Chemical Family of 5-HT6 Serotonin Receptor Agents with Therapeutic Perspectives for Cognitive Impairment." International Journal of Molecular Sciences 20, no. 14 (July 12, 2019): 3420. http://dx.doi.org/10.3390/ijms20143420.

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Among serotonin receptors, the 5-HT6 subtype is the most controversial and the least known in the field of molecular mechanisms. The 5-HT6R ligands can be pivotal for innovative treatment of cognitive impairment, but none has reached pharmacological market, predominantly, due to insufficient “druglikeness” properties. Recently, 1,3,5-triazine-piperazine derivatives were identified as a new chemical family of potent 5-HT6R ligands. For the most active triazine 5-HT6R agents found (1–4), a wider binding profile and comprehensive in vitro evaluation of their drug-like parameters as well as behavioral studies and an influence on body mass in vivo were investigated within this work. Results indicated the most promising pharmacological/druglikeness profiles for 4-((1H-indol-3-yl)methyl)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine (3) and 4-((2-isopropyl-5-methylphenoxy)methyl)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine (4), which displayed a significant procognitive action and specific anxiolytic-like effects in the behavioral tests in vivo together with satisfied pharmaceutical and safety profiles in vitro. The thymol derivative (4) seems to be of higher importance as a new lead candidate, due to the innovative, non-indole and non-sulfone structure with the best 5-HT6R binding properties.

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8

Kunishima, Munetaka, Daiki Kato, Nobu Kimura, Masanori Kitamura, Kohei Yamada, and Kazuhito Hioki. "Potent triazine-based dehydrocondensing reagents substituted by an amido group." Beilstein Journal of Organic Chemistry 12 (August 24, 2016): 1897–903. http://dx.doi.org/10.3762/bjoc.12.179.

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This study describes the synthesis of triazine-based dehydrocondensing reagents substituted by amido substituents and demonstrates their efficiency for dehydrocondensing reactions in MeOH and THF. N-Phenylbenzamido-substituted chlorotriazine is readily converted to a stable, non-hygroscopic triazinylammonium-based dehydrocondensing reagent that is superior to 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) in terms of its reactivity in dehydrocondensing reactions.

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9

Verma, Tarawanti, Manish Sinha, and Nitin Bansal. "Synthesis of Novel 1,2-Dihydro-1,2,4-Triazin-6(5H)-one Derivatives as Anticancer Agents." Current Bioactive Compounds 16, no. 7 (October 28, 2020): 1116–31. http://dx.doi.org/10.2174/1573407215666191022123310.

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Introduction: Cancer is still an untreatable disease and the second leading cause of death globally. The heterocyclic compounds have always played a major role in the anticancer drug discovery program. 1,2,4-Triazine-6-ones is a heterocyclic privileged structure with diversified activities. In the presented study, 21 novel 2,5-disubstituted-3-phenyl-1,2-dihydro-1,2,4-triazin-6 (5H)-one derivatives (13(a-k), 18(a-j) and 21(a1-a4, b)) have been synthesized and tested for their anticancer activity. Methods: The 2,5-disubstituted-3-phenyl-1,2-dihydro-1,2,4-triazin-6(5H)-one derivatives (13(a-k), 18(a-j) and 21(a1-a4, b) were synthesized by refluxing substituted-2-phenyloxazol-5(4H)-one and hydrazine derivatives. Substituted aldehydes were synthesized via Vilsmeier-Haack reaction, while substituted- 2-phenyloxazol-5(4H)-one derivatives were synthesized by Erlenmeyer Plochl azlactone synthesis. Twenty-one compounds were selected and screened at the National Cancer Institute (NCI), USA, for anticancer activity at a single high dose (10-5M) in full NCI 60 cell panel assay. Results and Conclusion: The selected compounds (13a, 13b, 13c, 13f, 13h, 13i, 13j, 18h, 18i, 21a4) were found to be active against different cancer cell lines. The compound, 5-((5-chloro-3-methyl-1- phenyl-1H-pyrazol-4-yl)methylene)-2-(4-nitrobenzoyl)-3-phenyl-1,2-dihydro-1,2,4-triazin-6(5H)-one (13a) was found to be a potent anti-cancer agent as electron-rich moiety on phenyl at position 2 of triazine nucleus, having a great impact on anticancer activity.

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10

Mokhonova, Inna D., Evgenij A. Maksimov, Irina V. Ledenyona, Alevtina Y. Yegorova, and Khidmet S. Shikhaliev. "Reactions of 3H-furan-2-ones and 2H-chromen-2-ones with pyrazole-3(5)-diazonium salts." Heterocyclic Communications 24, no. 4 (August 28, 2018): 183–85. http://dx.doi.org/10.1515/hc-2017-0192.

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AbstractDerivatives of the new heterocyclic system, 6H-chromeno[4,3-e]pyrazolo[5,1-c][1,2,4]triazin-6-one, were obtained by the reaction of pyrazole-3(5)-diazonium salts with 4-hydroxy-2H-chromen-2-one. Similar reactions with 5-phenyl-3H-furan-2-one followed by intramolecular heterocyclization furnished 6-(4-halophenyl)-7-alkyl-2-phenylfuro[2,3-e]pyrazolo[5,1-c][1,2,4]triazines.

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11

Jeon, Youngeun, Jineun Kim, Gihang Kang, and Tae Ho Kim. "Crystal structure of anilazine." Acta Crystallographica Section E Structure Reports Online 70, no. 9 (August 1, 2014): o923. http://dx.doi.org/10.1107/s160053681401647x.

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The title compound [systematic name: 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine], C9H5Cl3N4, is a triazine fungicide. The dihedral angle between the planes of the triazine and benzene rings is 4.04 (8)°. In the crystal, two weak C—H...N hydrogen bonds and short Cl...Cl contacts [3.4222 (4) Å] link adjacent molecules, forming two-dimensional networks parellel to the (112) plane. The planes are linked by weak intermolecular π–π interactions [3.6428 (5) and 3.6490 (5) Å], resulting in a three-dimensional architecture.

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12

Baldaniya, B. B., and P. K. Patel. "Synthesis, Antibacterial and Antifungal Activities ofsDerivatives." E-Journal of Chemistry 6, no. 3 (2009): 673–80. http://dx.doi.org/10.1155/2009/196309.

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SeveralNʹ-{4-[(3-chloro-4-fluorophenyl) amino]-6-[(-aryl) amino] -1, 3, 5-triazin-2-yl} isonicotinohydrazides (6a-r) andN2-(Aryl)-N4,N6-dipyrimidin-2-yl-1,3,5-triazine-2,4,6-triamines (4a-o) were prepared. All newly synthesized compounds have been tested for their antibacterial activity against gram (+)ve and gram (-)ve bacteria and also on different strains of fungi. Introduction of -OH, -OCH3, -NO2, -Cl and -Br groups to the heterocyclic frame work enhanced antibacterial and antifungal activities.

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13

Wu, Ya-Pan, Long Tang, Feng Fu, and Qi-Rui Liu. "4-Methylsulfanyl-6-(4-pyridyl)-1,3,5-triazin-2-amine." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (April 16, 2011): o1143. http://dx.doi.org/10.1107/s1600536811013171.

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14

Abderrahim, Raoudha, and Khaled Boujlel. "A Convenient Synthesis of 1,2,4-Triazolo-1,3,5-triazin-4-ones and 1,2,4-Triazolo-1,3,5-triazin-4-thiones." Phosphorus, Sulfur, and Silicon and the Related Elements 181, no. 5 (June 2006): 995–99. http://dx.doi.org/10.1080/10426500500272285.

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15

Fuerst, E. Patrick, Charles J. Arntzen, Klaus Pfister, and Donald Penner. "Herbicide Cross-Resistance in Triazine-Resistant Biotypes of Four Species." Weed Science 34, no. 3 (May 1986): 344–53. http://dx.doi.org/10.1017/s0043174500066960.

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The cross-resistance of triazine-resistant biotypes of smooth pigweed (Amaranthus hybridusL. # AMACH), common lambsquarters (Chenopodium albumL. # CHEAL), common groundsel (Senecio vulgarisL. # SENVU), and the crop canola (Brassica napusL. var. Atratower) to a selection of herbicides was evaluated at both the whole plant and chloroplast level. The triazine-resistant biotypes of all four species showed a similar pattern of cross-resistance, suggesting that a similar mutation had occurred in each species. The four triazine-resistant biotypes were resistant to injury from atrazine [6-chloro-N-ethyl-N′-(1-methylethyl)-1,3,5-triazine-2,4-diamine], bromacil [5-bromo-6-methyl-3-(1-methylpropyl)-2,4-(1H,3H)pyrimidinedione], and pyrazon [5-amino-4-chloro-2-phenyl-3(2H)-pyridazinone] and were slightly resistant to buthidazole {3-[5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinone}. The triazine-resistant biotypes were more sensitive to dinoseb [2-(1-methylpropyl)-4,6-dinitrophenol]. Triazine-resistant smooth pigweed showed resistance to cyanazine {2-[[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl] amino]-2-methylpropanenitrile} and metribuzin [4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one] with slight resistance to linuron [N′-(3,4-dichlorophenyl)-N-methoxy-N-methylurea] and desmedipham {ethyl [3-[[(phenylamino)carbony] oxy] phenyl] carbamate}. There was little or no resistance to diuron [N′-(3,4-dichlorophenyl)-N,N-dimethylurea], bromoxynil (3,5-dibromo-4-hydroxybenzonitrile), bentazon [3-(1-methylethyl)-(1H)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide], or dicamba (3,6-dichloro-2-methoxybenzoic acid). Parallel studies at the chloroplast level indicated that the degree of resistance to inhibition of photosynthetic electron transport was highly correlated with the degree of resistance to herbicidal injury. This correlation indicates that atrazine, cyanazine, metribuzin, pyrazon, bromacil, linuron, desmedipham, and buthidazole cause plant injury by inhibition of photosynthesis. This correlation also indicates that triazine resistance and cross-resistance at the whole plant level is due to decreased sensitivity at the level of photosynthetic electron transport. Cross-resistance to numerous additional herbicides was evaluated on isolated chloroplast thylakoid membranes and these results are discussed.14C-atrazine was displaced from thylakoid membranes by several herbicides, indicating that these herbicides compete for a common binding site.

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16

Dotray, Peter A., and Cynthia B. McKenney. "Established and Seeded Buffalograss Tolerance to Herbicides Applied Preemergence." HortScience 31, no. 3 (June 1996): 393–95. http://dx.doi.org/10.21273/hortsci.31.3.393.

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Experiments were conducted to evaluate established and seeded buffalograss [Buchloe dactyloides (Nutt.) Engelm.] tolerance to herbicides applied preemergence at labeled use rates. Established buffalograss tolerated benefin, benefin plus oryzalin, benefin plus trifluralin, DCPA, dithiopyr, isoxaben, oryzalin, pendimethalin, and prodiamine. For established buffalograss treated with atrazine, diuron, or metolachlor, the injury rating was 27% to 71% at 6 weeks after treatment (WAT) and 22% to 84% at 15 WAT. Buffalograss tolerated cyanazine, metsulfuron, propazine, and pyrithiobac applied in the seedbed. Seeded buffalograss stands were reduced by alachlor, atrazine, dicamba, linuron, metolachlor, metribuzin, oryzalin, pendimethalin, and quinclorac. Stand reductions by dicamba (a preplant and postemergence herbicide), up to 100% at 4 WAT and up to 85% at 16 WAT, were those most severe. Seeded and established buffalograss showed excellent tolerance to a few preemergence herbicides that could be used effectively and safely to control weeds during establishment and maintenance of buffalograss. Chemical names used: 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl) acetamide (alachlor); 6-chloro-N-ethyl-N′-(1-methylethyl)-1,3,5-triazine-2,4-diamine (atrazine); N-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)benzenamine (benefin); 2-[[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl]amino]-2-methylpropanenitrile (cyanazine); dimethyl 2,3,5,6-tetrachloro-1,4-benzenedicarboxylate (DCPA); 3,6-dichloro-2-methoxybenzoic acid (dicamba); S,S-dimethyl 2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3,5-pyridinedicarbothioate (dithiopyr); N′-(3,4-dichlorophenyl)-N,N-dimethylurea (diuron); N-[3-(1-ethyl-1-methylpropyl)-5-isoxazolyl]-2,6-dimethoxybenzamide (isoxaben); N′-(3,4-dichlorophenyl)-N-methoxy-N-methylurea (linuron); 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide (metolachlor); 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one (metribuzin); 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoic acid (metsulfuron); 4-(dipropylamino)-3,5-dinitrobenzenesulfonamide (oryzalin); N-(1-ethylpropyl)-3,4-dimethyl-2,6-dinitrobenzenamine (pendimethalin); N3,N3-di-n-propyl-2,4-dinitro-6-(trifluoromethyl)-m-phenylenediamine (prodiamine); 6-chloro-N,N′-bis(1-methylethyl)-1,3,5-triazine-2,4-diamine (propazine); 2-chloro-6-[(4,6-dimethoxy-2-pyrimidinyl) thio]benzoic acid (pyrithiobac); 3,7-dichloro-8-quinolinecarboxylic acid (quinclorac); Team™ [premix of 1.33% benefin and 0.67% 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine] (trifluralin).

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17

Collins, DJ, TC Hughes, and WM Johnson. "Regiospecific Syntheses of the Monomethylated 3-Phenyldihydro-1,2,4-triazin-6(1H)-ones." Australian Journal of Chemistry 49, no. 4 (1996): 463. http://dx.doi.org/10.1071/ch9960463.

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Unambiguous syntheses of four unreported monomethylated derivatives of 3-phenyldihydro-1,2,4-triazin-6(1H)-ones, namely, the 1-methyl (2), 2-methyl (3), 4-methyl (4) and the imidic O-methyl derivative (5), are described. Regioselectivity was achieved for the synthesis of (2) by addition of ethyl glycinate to the 1,3-dipolar nitrile imine derived from N- methylbenzohydrazonoyl bromide hydrobromide (8). The key step for the synthesis of (3) was addition of benzyl 3-methylcarbazate (14) to ethyl N-[ chloro (phenyl) methylene ] glycinate (15b). The 4-methyl compound (4) was prepared by cycloaddition of ethyl N-( thiobenzoyl ) sarcosinate (21) with hydrazine hydrate, and the O-methyl compound (5) was prepared by reaction of sodium methoxide with 6-chloro-3-phenyl-4,5-dihydro-1,2,4-triazine (23).

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18

Tietjen, Klaus G., Wilfried Draber, John Goossens, Johannes R. Jansen, Joachim F. Kluth, Michael Schindler, Heinz-Jürgen Wroblowsky, Ursula Hilp, and Achim Trebst. "Binding of Triazines and Triazinones in the QB-Binding Niche of Photosystem II." Zeitschrift für Naturforschung C 48, no. 3-4 (April 1, 1993): 205–12. http://dx.doi.org/10.1515/znc-1993-3-416.

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Abstract A series of 20 triazines (derivatives of 2-alkylamino-4-benzylam ino-6-chloro-1,3,5-triazines) and 37 triazinones (derivatives of 3-alkyl-4-amino-6-phenyl-1,2,4-triazin-5-ones) is tested for inhibitory potency in photosynthetic electron flow through photosystem II of wild type Chlamydomonas reinhardtii and of five mutants with aminoacid substitutions in the D 1 protein at valine 219, alanine 251, phenylalanine 255, serine 264, and leucine 275. The data are used for computer modelling of the possible location of the compounds within a three dimensional model of the QB-binding niche of the D 1 protein.

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19

Zivanovic, Ana. "4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium Chloride." Synlett 23, no. 16 (September 13, 2012): 2426–27. http://dx.doi.org/10.1055/s-0032-1317182.

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20

Divya, R., B. R. Bijini, V. S. Dhanya, K. Rajendra Babu, and M. Sithambaresan. "Synthesis and crystal structure of a heterobimetallic cadmium–sodium complex of 1,3,5-triazine-2,4,6-trione, [CdNa2(C3H2N3O3)4(H2O)8]." Acta Crystallographica Section E Crystallographic Communications 77, no. 9 (August 17, 2021): 935–38. http://dx.doi.org/10.1107/s2056989021008148.

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Heterobimetallic crystals of a cadmium–sodium complex of 1,3,5-triazine-2,4,6-trione, namely, μ-aqua-1:2κ2 O:O-heptaaqua-1κ3 O,2κ2 O,3κ2 O-bis(μ-4,6-dioxo-1,4,5,6-tetrahydro-1,3,5-triazin-2-olato)-1:2κ2 O 2:N 1;2:3κ2 N 1:O 2-bis(4,6-dioxo-1,4,5,6-tetrahydro-1,3,5-triazin-2-olato)-1κO 2,3κO 2-2-cadmium-1,3-disodium, [CdNa2(C3H2N3O3)4(H2O)8], were grown by the single gel diffusion technique. The asymmetric unit of the title compound comprises four 1,3,5-triazine-2,4,6-trione ligands, two sodium atoms and one cadmium atom. Of the four ligands, two are monodentately coordinated to two Na atoms. The third ligand is coordinated bidentately to one Na and the Cd atom and the fourth is also coordinated bidentately to the Cd atom and the other Na atom. All the metal atoms are six-coordinate with a distorted octahedral geometry. The water molecules bridge the Na atoms, constructing coordination polymer chains along the a axis and hence are linked by two Cd and one Na coordinations through the cyanuric acid ligands present in the coordination polymer chains, generating a two-dimensional coordination polymer in the (110) plane. The polymer formation is further assisted by means of many intermolecular and intramolecular N—H...O, O—H...O and O–H...N hydrogen bonds between the water molecules and the ligands.

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Jeon, Youngeun, Jineun Kim, Gihaeng Kang, and Tae Ho Kim. "Crystal structure of pymetrozine." Acta Crystallographica Section E Crystallographic Communications 71, no. 7 (June 10, 2015): o461—o462. http://dx.doi.org/10.1107/s2056989015010804.

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The title compound, C10H11N5O {systematic name: 6-methyl-4-[(E)-(pyridin-3-ylmethylidene)amino]-4,5-dihydro-1,2,4-triazin-3(2H)-one}, C10H11N5O, is used as an antifeedant in pest control. The asymmetric unit comprises two independent molecules,AandB, in which the dihedral angles between the pyridinyl and triazinyl ring planes [r.m.s. deviations = 0.0132 and 0.0255 ] are 11.60 (6) and 18.06 (4)°, respectively. In the crystal, N—H...O, N—H...N, C—H...N and C—H...O hydrogen bonds, together with weak π–π interactions [ring-centroid separations = 3.5456 (9) and 3.9142 (9) Å], link the pyridinyl and triazinyl rings ofAmolecules, generating a three-dimensional network.

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22

Katritzky, Alan R., Boris V. Rogovoy, Vladimir Y. Vvedensky, Normand Hebert, and Behrouz Forood. "Synthesis of Substituted 4(6)-Amino-1,3,5-triazin-2-ones and -1,3,5-triazin-2-thiones." Journal of Organic Chemistry 66, no. 20 (October 2001): 6797–99. http://dx.doi.org/10.1021/jo010416a.

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23

Gürbüz, Demet, and Süleyman Tanyolaç. "Synthesis and spectral properties of novel thiadiazolotriazinone derivatives." Journal of the Serbian Chemical Society 77, no. 7 (2012): 867–71. http://dx.doi.org/10.2298/jsc110930217g.

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A series of new 7-substitued-4H-1,3,4-thiadiazolo[2,3-c][1,2,4]- triazin-4-oneswere synthesized in good yields by the reaction of 4-amino-3- mercapto-1,2,4-triazin-5(4H)-one with various aromatic carboxylic acids in the presence of phosphorus oxychloride. All the synthesized compounds were confirmed by FT-IR, NMR (1H and 13C), ESI-MS spectroscopic techniques and analytical methods.

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24

Drozd, Marek, and Mariusz Marchewka. "Theoretical and experimental comparative studies of nonlinear optical properties for selected melaminium compounds." Open Chemistry 8, no. 6 (December 1, 2010): 1192–202. http://dx.doi.org/10.2478/s11532-010-0094-z.

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AbstractThe bis(melaminium) sulphate dihydrate, 2,4,6-triamine-1,3,5-triazin-1,3-ium tartrate monohydrate, 2,4,6-triamine-1,3,5-triazin-1-ium hydrogenphthalate, 2,4,6-triamine-1,3,5-triazin-1-ium acetate acetic acid solvate monohydrate, 2,4,6-triamine-1,3,5-triazin-1-ium bis(selenate) trihydrate, melaminium diperchlorate hydrate, melaminium bis(trichloroacetate) monohydrate and melaminium bis(4-hydroxybenzenesulphonate) dihydrate were discovered recently as perspective materials for nonlinear optical applications. On the basis of X-ray structures for eight melaminium compounds the time dependent Hartree Fock (TDHF) method was used for calculation of the polarizability, and first and second hyperpolarizability. Detailed directional studies of calculated hyperpolarizability for all investigated melaminium compounds are shown. The theoretical results are compared with experimental values of β.

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25

Zeng, Tao, and Wan-Zhong Ren. "4,6-Dichloro-N-(4-methoxyphenyl)-1,3,5-triazin-2-amine." Acta Crystallographica Section E Structure Reports Online 63, no. 12 (November 9, 2007): o4622. http://dx.doi.org/10.1107/s1600536807055523.

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26

Gurenko, A. O., S. V. Klyuchko, O. V. Shablykin, and V. S. Brovarets. "Acylation of pyrazolo[3,4-d][1,2,3]triazin-4-ones." Russian Journal of General Chemistry 87, no. 10 (October 2017): 2307–12. http://dx.doi.org/10.1134/s1070363217100103.

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27

Li, Xue-Mei, Li-Ping Lu, Si-Si Feng, Hong-Mei Zhang, Shi-Dong Qin, and Miao-Li Zhu. "2,4,6-Triamino-1,3,5-triazin-1-ium 4-methylbenzenesulfonate monohydrate." Acta Crystallographica Section E Structure Reports Online 61, no. 4 (March 4, 2005): o811—o813. http://dx.doi.org/10.1107/s1600536805005842.

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28

Katritzky, Alan R., Boris V. Rogovoy, Vladimir Y. Vvedensky, Normand Hebert, and Behrouz Forood. "ChemInform Abstract: Synthesis of Substituted 4(6)-Amino-1,3,5-triazin-2-ones and -1,3,5-triazin-2-thiones." ChemInform 33, no. 11 (May 22, 2010): no. http://dx.doi.org/10.1002/chin.200211153.

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29

Farras, Jaume, Empar Fos, Regina Ramos, and Jaume Vilarrasa. "Characterization of new mesomeric betaines arising from methylation of imidazo[2,1-c][1,2,4]triazin-4(1H)-one, pyrazolo[5,1-c][1,2,4]triazin-4(1H)-one, and 1,2,4-triazolo[5,1-c][1,2,4]triazin-4(1H)-one." Journal of Organic Chemistry 53, no. 4 (February 1988): 887–91. http://dx.doi.org/10.1021/jo00239a042.

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30

Pawlak, John A., James J. Kells, Michael Barrett, and William F. Meggitt. "Effect of Atrazine Residue on Soybean Growth Under Three Tillage Systems and Various Herbicides." Weed Technology 1, no. 2 (April 1987): 140–44. http://dx.doi.org/10.1017/s0890037x0002933x.

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Field experiments were conducted to examine the effect of tillage on atrazine [6-chloro-N-ethyl-N′-(1-methylethyl)-1,3,5-triazine-2,4-diamine] persistence in the soil and soybean [Glycine max(L.) Merr.] injury. Tillage systems evaluated were no-tillage, chisel plowing, and moldboard plowing. Reduced tillage systems, such as no-tillage or chisel plowing, resulted in greater soybean injury from atrazine residue than did moldboard plowing. Regardless of atrazine residue level, metribuzin [4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one] resulted in the greatest injury to soybeans. Metribuzin application in combination with atrazine residue increased soybean injury under the chisel plowed system.

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31

Shinde, Ravindra Sandipan, Satish Ashruba Dake, and Rajendra Pundalikrao Pawar. "Design, Synthesis and Antimicrobial Activity of Some Triazine Chalcone Derivatives." Anti-Infective Agents 18, no. 4 (January 4, 2021): 332–38. http://dx.doi.org/10.2174/2211352517666190710115111.

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Background: A series of Triazine Chalcone derivatives were synthesized by the condensation of 1-(4-((4,6-dimethoxy-1,3,5-triazin-2-yl)amino)phenyl)ethanone with substituted benzaldehyde in methanol solvent. Methods: All the synthesized derivatives (3a-l) were screened for their anti-bacterial evaluation against Gram negative bacteria Escherichia coli (NCIM 2137) and Pseudomonas aeruginosa (NCIM 2036); Gram positive bacteria Staphylococcus aureus, Bacillus subtilis (NCIM 2250) and four fungal stains. Candida albicans (MTCC 227), Aspergillus niger (NCIM 545), Candida tropicalis (NCIM 3110) and Candida glabrata (NCIM 3236). Results and Conclusion: Several target molecules throughout the series showed good antibacterial and antifungal activity against tested stains.

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32

El-Abadelah, Mustafa M., Firas F. Awwadi, Hamdallah A. Hodali, Rasha S. Rawajfeh, Monther S. Zreid, and Wolfgang Voelter. "Oxidative coupling of cycloalkanones with 3-(pyridin-2-yl)-1,2,4-triazinone coordinated to Pd(II)." Zeitschrift für Naturforschung B 73, no. 8 (August 28, 2018): 583–87. http://dx.doi.org/10.1515/znb-2018-0077.

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AbstractDichloro[3-(pyridin-2-yl)-1,2,4-triazinone]Pd(II) undergoes oxidative C–C coupling reaction with cyclopentanone and cyclohexanone at 110°C to yield the respective Pd complexes, chloro[1-(4-chlorophenyl)-5-(2-hydroxycyclopent-1-enyl)-3-(pyridin-2-yl)-1,2,4-triazin-6(1H)-one]palladium(II) (3) and chloro[1-(4-chlorophenyl)-5-(2-hydroxycyclohex-1-enyl)-3-(pyridin-2-yl)-1,2,4-triazin-6(1H)-one]palladium(II) (4). The structures of both complexes are supported by spectral data and confirmed by single-crystal X-ray crystallography. The molecules 3 and 4 stack to form tunnel structures, whilst the geometry around the palladium ion is square planar.

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33

Geffken, Detlef, and Maria Anna Köllner. "Synthese und Eigenschaften 3,6-diaminosubstituierter 1,2,4-Triazin-5(2H)-one / Synthesis and Properties of 3,6-Diamino-substituted 1,2,4-Triazin-5(2H)-ones." Zeitschrift für Naturforschung B 65, no. 5 (May 1, 2010): 571–77. http://dx.doi.org/10.1515/znb-2010-0506.

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The ultrasound-promoted cyclocondensation of N1-amino-N2-arylmethyl- (or aryl-) guanidines 2 with ethyl 2-amino-2-thioxoacetate furnished novel 3,6-diamino-substituted 1,2,4-triazin-5(2H)- ones 4 in moderate to high yields. The acylation of compounds 4 occurred regioselectively at ring position 2, presumably favoured by the formation of an intramolecular hydrogen bond. In accordance with this assumption, the acetylation of 6-amino-3-[benzyl(methyl)amino]-1,2,4-triazin-5(2H)-one (9) did not afford the 2-acetyl derivate 11 but rather the 6-acetamido derivative 10.

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34

Colomer, Juan Pablo, and Elizabeth Laura Moyano. "New application of heterocyclic diazonium salts. Synthesis of pyrazolo[3,4-d][1,2,3]triazin-4-ones and imidazo[4,5-d][1,2,3]triazin-4-ones." Tetrahedron Letters 52, no. 14 (April 2011): 1561–65. http://dx.doi.org/10.1016/j.tetlet.2011.01.040.

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35

Adhami, Forogh, Nasim Nabilzadeh, Franziska Emmerling, Mina Ghiasi, and Majid Heravi. "Synthesis of thiadiazolobenzamide via cyclization of thioxothiourea and its Ni and Pd complexes." Journal of the Serbian Chemical Society 77, no. 9 (2012): 1211–22. http://dx.doi.org/10.2298/jsc110911052a.

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In this study, the new compound, N-(3-methyl-4- oxo[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl) benzamide, could be obtained via two different reactions: 1) reaction of 4-amino-6-Methyl-3- (Methylsulfanyl)-1,2,4-triazin-5-one with benzoyl isothiocyanate under removal of methylmercaptane, 2) reaction of 4-amino-6-Methyl-3-thioxo- 1,2,4-triazin-5-one with benzoyl isothiocyanate under elimination of hydrogen sulfide. In both reactions a new bond between sulfur and nitrogen atoms was formed and a five-membered ring was created. The oxo thiadiazolo benzamide was characterized by IR-, 1HNMR- and 13CNMR spectroscopy as well as by Mass spectrometry. X-ray crystallography was used to shed light on the structure of this new compound. Two new complexes could be generated by coordination of oxo thiadiazolo benzamide to Pd(II) and Ni(II) ions. These complexes have been analyzed by IR-, 1HNMR- and 13CNMR spectroscopy, conductometry and Thermal gravimetry (TGA). Theoretical QM Calculation GIAO has also been applied to predict the structure of the Pd complex.

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36

Constantinides, Christos P., Andrey A. Berezin, Maria Manoli, Gregory M. Leitus, Michael Bendikov, Jeremy M. Rawson, and Panayiotis A. Koutentis. "Effective exchange coupling in alternating-chains of a π-extended 1,2,4-benzotriazin-4-yl." New J. Chem. 38, no. 3 (2014): 949–54. http://dx.doi.org/10.1039/c3nj01235b.

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37

Abushamleh, Ahmad S., Mustafa M. El-Abadelahb, and Wolfgang Voelter. "Transition Metal Complexes of Derivatized Chiral Dihydro-1,2,4-triazin-6-ones. Part III [1]. X-Ray Crystal Structure Analysis of N,N’-Bis[(1-phenyl-5-isopropyl-4,5-dihydro-6-oxo-1,2,4-triazin-3-yl)ethylidene]- propane-1,3-diamine Nickel(II)." Zeitschrift für Naturforschung B 55, no. 11 (November 1, 2000): 1074–78. http://dx.doi.org/10.1515/znb-2000-1113.

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Template reaction of L-3-acetyl-1-phenyl-5-isopropyl-4,5-dihydro-1,2,4-triazin-6-one (lb) with 1,3-diaminopropane and nickel acetate gave the corresponding chiral complex 4 in high yield. X-ray structure determination showed that the nickel complex is square planar, and the ligand N,N’-bis[(l-phenyl-5-isopropyl-4,5-dihydro-6-oxo-1,2,4-triazin-3-yl)ethylid-ene]- propane-1,3-diamine is of tetra-aza type where the imine nitrogens and the ring HN(4) nitrogens are the coordinating sites. MS-FAB and NMR spectral data are in agreement with the X-ray structure.

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38

Patel, Divyesh, Rahul Patel, Premlata Kumari, and Navin B. Patel. "Synthesis of s-Triazine-Based Thiazolidinones as Antimicrobial Agents." Zeitschrift für Naturforschung C 67, no. 3-4 (April 1, 2012): 108–22. http://dx.doi.org/10.1515/znc-2012-3-402.

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5A novel series of thiazolidinone derivatives, namely 4-{4-dimethylamino-6-[4-oxo- 2-phenyl-5-(4-pyridin-2-yl-piperazin-1-ylmethyl)-thiazolidin-3-yl]-[1,3,5]-triazin-2-yloxy}- 1-methyl-1H-quinolin-2-ones, have been synthesized from the key intermediate 4-(4-amino- 6-dimethylamino-[1,3,5]-triazin-2-yloxy)-1-methyl-1H-quinolin-2-one (). Compound 5 was condensed with various aldehydes to give Schiff base derivatives, which after cyclization gave thiazolidinones that were linked with 1-pyridin-2-yl-piperazine to obtain the target compounds. The newly synthesized compounds were evaluated for their antimicrobial activity against eight bacteria (Staphylococcus aureus, Bacillus cereus, Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Salmonella typhi, Proteus vulgaris, Shigella flexneri) and four fungi (Aspergillus niger, Candida albicans, Aspergillus fumigatus, Aspergillus clavatus)

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39

Tang, Jie, Dan Chen, Gen Zhang, Hongwei Yang, and Guangbin Cheng. "A “Green” Primary Explosive: Design, Synthesis, and Testing." Synlett 30, no. 08 (February 5, 2019): 885–92. http://dx.doi.org/10.1055/s-0037-1611696.

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This account presents the synthesis and the characterization of triazine-tetrazine nitrogen heterocyclic compounds. Some compounds were characterized by NMR and IR spectroscopy, mass spectrometry, differential scanning calorimetry (DSC), and single-crystal X-ray diffraction. The physical and chemical properties were obtained by EXPLO5 v6.01, gas pycnometer, BAM Fallhammer, BAM Friction tester, and several detonation tests. The results show that the new metal-free polyazido compound 3,6-bis-[2-(4,6-diazido-1,3,5-triazin-2-yl)-diazenyl]-1,2,4,5-tetrazine (4) with high heat of formation (2820 kJ mol–1/6130.2 kJ kg–1) and excellent detonation velocity and pressure (D = 8602 m s–1, P = 29.4 GPa) could be used as ingredient in secondary explosives. 3,6-Bis-[2-(4,6-diazido-1,3,5-triazin-2-yl)-hydrazinyl]-1,2,4,5-tetrazine (3) can detonate research department explosive (RDX, cyclonite) as a primer (Δf H m = 2114 kJ mol–1/4555.2 kJ kg–1, D = 8365 m s–1, P = 26.8 GPa), whose initiation capacity is comparable to that of the traditional primary explosive Pb(N3)2. Therefore, the metal-free compound 3 can potentially replace lead-based-primary explosives, which would be advantageous for the environment.1 Introduction2 Strategies to Form High-Nitrogen Compounds with High Heat of Formation3 Metal-Free Strategies to Prepare Primary Explosives4 Concluding Remarks

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40

A. Ibrahim, Magdy. "Synthesis and Chemistry of 4-Amino-1,2,4-triazin-5-ones." HETEROCYCLES 81, no. 6 (2010): 1393. http://dx.doi.org/10.3987/rev-10-668.

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41

Constantinides, Christos P., Emilia Obijalska, and Piotr Kaszyński. "Access to 1,4-Dihydrobenzo[e][1,2,4]triazin-4-yl Derivatives." Organic Letters 18, no. 5 (February 24, 2016): 916–19. http://dx.doi.org/10.1021/acs.orglett.5b03528.

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42

Bartos, Paulina, Victor G. Young, and Piotr Kaszyński. "Ring-Fused 1,4-Dihydro[1,2,4]triazin-4-yls through Photocyclization." Organic Letters 22, no. 10 (April 24, 2020): 3835–40. http://dx.doi.org/10.1021/acs.orglett.0c01074.

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43

Li, Yang, Li Ding, Tao Zeng, Jiang-Sheng Li, Chuan-Ming Dong, and Xi-Long Yan. "N-(4-Chloro-6-morpholino-1,3,5-triazin-2-yl)aniline." Acta Crystallographica Section E Structure Reports Online 61, no. 8 (July 6, 2005): o2345—o2346. http://dx.doi.org/10.1107/s1600536805020040.

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44

Lotz, S., G. Kiel, and G. Gattow. "Konformation von 2-Amino-4-methoxy-6-methyl-1,3,5-triazin." Zeitschrift f�r anorganische und allgemeine Chemie 604, no. 1 (October 1991): 53–62. http://dx.doi.org/10.1002/zaac.19916040108.

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45

Jacobsen, NW, and SE Rose. "1,2,4-Triazines. II. New Zwitterionic Methylation Products of Some 1,2,4-Triazin-5(2H)-Ones and Their Identification by Carbon-13 Nuclear Magnetic Resonance Spectroscopy." Australian Journal of Chemistry 40, no. 5 (1987): 967. http://dx.doi.org/10.1071/ch9870967.

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The methylation of various 3-and 6-substituted 1,2,4-triazin-5(2H)-one derivatives yield new zwitterionic N1 methylation products in addition to the previously reported 2-, 4- and Omethyl isomers. Specifically, 3-phenyl-1,2,4-triazin-5(2H)-one and its 6-methyl and 6-phenyl derivatives gave 1-methyl-3-phenyl-1,2,4-triazinium-5-olate, 1,6-dimethyl-3-phenyl-1,2,4-triazinium-5-olate and l1methyl-3,6-diphenyl-1,2,4-triazinium-5-olate, respectively, upon methylation. A new hindered derivative, 3,6-di-t-butyl-l,2,4-triazin-5(2H)-one, did not yield a zwitterion upon methylation but instead gave the 2- and Omethyl isomers. In all cases, carbon-13 nuclear magnetic resonance spectroscopy employing both proton-coupled and -decoupled spectra was used to identify the sites of methylation.

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46

Mylari, B. "Design and synthesis of a novel family of triazine-based inhibitors of sorbitol dehydrogenase with oral activity: 1-?4-[3R,5S-dimethyl-4-(4-methyl-[1,3,5]triazin-2-yl)-piperazin-1-yl]-[1,3,5]triazin-2-yl?-(R) ethanol." Bioorganic & Medicinal Chemistry 11, no. 19 (September 15, 2003): 4179–88. http://dx.doi.org/10.1016/s0968-0896(03)00490-5.

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47

Braveenth, Ramanaskanda, Hasu Jung, Keunhwa Kim, Bo Mi Kim, Il-Ji Bae, Miyoung Kim, and Kyu Yun Chai. "Fluorene–Triphenylamine-Based Bipolar Materials: Fluorescent Emitter and Host for Yellow Phosphorescent OLEDs." Applied Sciences 10, no. 2 (January 10, 2020): 519. http://dx.doi.org/10.3390/app10020519.

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In this study, two new bipolar materials were designed and synthesized: N1-(9,9-diphenyl-9H-fluoren-2-yl)-N1-(4,6-diphenylpyrimidin-2-yl)-N4,N4-diphenylbenzene-1,4-diamine (FLU-TPA/PYR) and N1-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-N1-(9,9-diphenyl-9H-fluoren-2-yl)-N4,N4 diphenylbenzene-1,4-diamine (FLU-TPA/TRZ). We fabricated two different devices, namely a yellow phosphorescent organic light-emitting diode (PhOLED) and a non-doped fluorescent OLED emitter with both FLU-TPA/PYR and FLU-TPA/TRZ. The FLU-TPA/PYR host-based yellow PhOLED device showed better maximum current, power and external quantum efficiencies at 21.70 cd/A, 13.64 lm/W and 7.75%, respectively. The observed efficiencies were better than those of the triazine-based FLU-TPA/TRZ. The non-doped fluorescent device with the triazine-based FLU-TPA/TRZ material demonstrated current, power and external quantum efficiencies of 10.30 cd/A, 6.47 lm/W and 3.57%, respectively.

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48

Sole, Roberto, Vanessa Gatto, Silvia Conca, Noemi Bardella, Andrea Morandini, and Valentina Beghetto. "Sustainable Triazine-Based Dehydro-Condensation Agents for Amide Synthesis." Molecules 26, no. 1 (January 2, 2021): 191. http://dx.doi.org/10.3390/molecules26010191.

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Conventional methods employed today for the synthesis of amides often lack of economic and environmental sustainability. Triazine-derived quaternary ammonium salts, e.g., 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM(Cl)), emerged as promising dehydro-condensation agents for amide synthesis, although suffering of limited stability and high costs. In the present work, a simple protocol for the synthesis of amides mediated by 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) and a tert-amine has been described and data are compared to DMTMM(Cl) and other CDMT-derived quaternary ammonium salts (DMT-Ams(X), X: Cl− or ClO4−). Different tert-amines (Ams) were tested for the synthesis of various DMT-Ams(Cl), but only DMTMM(Cl) could be isolated and employed for dehydro-condensation reactions, while all CDMT/tert-amine systems tested were efficient as dehydro-condensation agents. Interestingly, in best reaction conditions, CDMT and 1,4-dimethylpiperazine gave N-phenethyl benzamide in 93% yield in 15 min, with up to half the amount of tert-amine consumption. The efficiency of CDMT/tert-amine was further compared to more stable triazine quaternary ammonium salts having a perchlorate counter anion (DMT-Ams(ClO4)). Overall CDMT/tert-amine systems appear to be a viable and more economical alternative to most dehydro-condensation agents employed today.

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Jastrzabek, Konrad G., Ramon Subiros-Funosas, Fernando Albericio, Beata Kolesinska, and Zbigniew J. Kaminski. "4-(4,6-Di[2,2,2-trifluoroethoxy]-1,3,5-triazin-2-yl)-4-methylomorpholinium Tetrafluoroborate. Triazine-Based Coupling Reagents Designed for Coupling Sterically Hindered Substrates." Journal of Organic Chemistry 76, no. 11 (June 3, 2011): 4506–13. http://dx.doi.org/10.1021/jo2002038.

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50

Kunishima, Munetaka, Chiho Kawachi, Fumiaki Iwasaki, Keiji Terao, and Shohei Tani. "Synthesis and characterization of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride." Tetrahedron Letters 40, no. 29 (July 1999): 5327–30. http://dx.doi.org/10.1016/s0040-4039(99)00968-5.

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