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Starting from readily available 1-methyl-5-nitroimidazole-2-carboxylic acid hydrazide (1), 1-methyl-2-(1,3,4-thiadiazol-2-yl)-5-nitroimidazole (4) and 1-methyl-2-(1,3,4-oxadiazol-2-yl)-5-nitroimidazole (10) were prepared. The reaction of 1 with formic acid gave 1-(1-methyl-5-nitroimidazole-2-carboxyl)-2-(formyl)hydrazine ( 8 ) in high yield. Refluxing of the latter with phosphorus pentasulfide in xylene yielded compound 4 in 50% yield. Reaction of compound 8 with phosphorus pentoxide afforded compound 10 in 60% yield. 相似文献
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Reaction of readily available 2-methyl-4-formylthiazole ( 1 ) with glyoxal and ammonia gave 2-(2-methyl-4-thiazolyl)imidazole ( 2 ). Nitration of 2 with a mixture of nitric acid-sulfuric acid at 100° yielded 2-(2-methyl-4-thiazolyl)-4,5-dinitroimidazole ( 3 ) as the sole reaction product, while nitration at 65° afforded 2-(2-methyl-4-thiazolyl)-4-(or 5)-nitroimidazole ( 4 ). N-Methylation of compound 4 in the presence of base gave 1-methyl-2-(2-methyl-4-thiazolyl)4-nitroimidazole ( 6 ), whereas N-methylation with diazomethane afforded 1-methyl-2-(2-methyl-4-thiazolyl)-5-nitroimidazole ( 5 ). N-Methylation of compound 3 yielded 1-methyl-2-(2-methyl-4-thiazolyl)-3,5-dinitroimidazole ( 7 ) in high yield. 相似文献
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利用固-液相转移催化法合成了7种α,ω-双[1-(2-甲基-4-硝基咪唑基)]烷烃和20种1-烷基-2-甲基-4-硝基咪唑类化合物,大多数化合物收率在85%以上。初步生物活性试验结果表明,部分化合物具有一定的抗炎、抗菌、镇痛、镇静或抗脑缺氧活性。 相似文献
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John J. D'Amico Frederic G. Bollinger John J. Freeman 《Journal of heterocyclic chemistry》1986,23(1):101-104
The reaction of various potassium salts [RNHC(=S)SK, R = N(CH3)2, morpholino, piperidino, and hexahydro-1-(1H)-azepinyl] with 3-chloro-2,4-pentanedione in ethanol at 25–30° afforded the 1-acetylacetonyl substitutedaminodithiocarbamates 1–4 [RNHC(=S)SCH(COCH3)2]. Under refluxing conditions, the same reactants gave the heterocyclic compounds 5–8. Possible mechanism and supporting ir, nmr and mass spectral data are discussed. 相似文献
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Reduction of substituted-2-nitrobenzaldehyde (1) afforded substituted-2-aminobenzaldehyde (2) . Reaction of compound 2 with 2-acetyl-1-methyl-5-nitroimidazole (3) under basic conditions afforded substituted 2-(1-methyl-5-nitro-2-imidazolyl)quinolines 4 . Reaction of compound 4 (R = X) with hydrogen peroxide in acetic acid afforded compound 5 which was transformed to compound 6 with phosphorus oxychloride. 相似文献
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L. A. Sviridova G. A. Golubeva S. V. Shorunov 《Chemistry of Heterocyclic Compounds》2006,42(9):1185-1189
3-Nitromethylpyrazolidine reacts with derivatives of unsaturated acids and reducing agents with the formation of polyfunctional
compounds of the pyrazolidine nucleus.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1365–1369, September, 2006. 相似文献
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Reaction of 1-methyl-5-nitroimidazole-2-carboxyl chloride ( 9 ) with diazomethane afforded 2-diazo-1-(1-memyl-5-nitro-2-imidazolyl)ethanone ( 10 ). Successive rearrangement of compound 10 via Arndt-Eastert rearrangement yielded 1-memyl-5-mtroimidazole-2-acetic acid ( 1 ), which was converted to its corresponding methyl ester 11 with etheral solution of diazomethane. 相似文献
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2-Dichloracetamido-1-methyl-5-nitroimidazole undergoes novel cycloaddition with diazomethane to form 5-dichloracetylimino-tetrahydroimidazopyrazoles via 2-dichloracetylimino-1,3-dimethyl-5-nitroimidazoline. 相似文献
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