4531-54-8Relevant articles and documents
Vicarious C-amination of 1-methyl-4-nitroimidazole
Donskaya, Olga V.,Elokhina, Valentina N.,Nakhmanovich, Anatoly S.,Vakul'Skaya, Tamara I.,Larina, Lyudmila I.,Vokin, Aleksandr I.,Albanov, Aleksandr I.,Lopyrev, Valentin A.
, p. 6613 - 6616 (2002)
A one electron transfer process during the vicarious nucleophilic substitution C-amination of 1-methyl-4-nitroimidazole is detected by EPR-monitoring.
Solvatochromism of heteroaromatic compounds: XIV. 5-Amino-1-methyl-4-nitropyrazole and its analogs
Vokin,Shulunova,Krivoruchka,Krylova,Lopyrev,Turchaninov
, p. 449 - 455 (2002)
The solvatochromism of H complexes of 5-amino-1-methyl-4-nitropyrazole and 2-nitroaniline derivatives in aprotic protophilic media was described on a quantitative level with the aid of Kamlet-Taft empirical parameters. Specific solvation affects only one of the two long-wave bands, namely that corresponding to an electronic transition involving orbital electron density transfer from the H-bound nitrogen atom. When such transfer does not occur, which is typical of the second transition, specific solvatochromic effect is either weak or absent.
Nucleophilic substitution reactions of 1-methyl-4,5-dinitroimidazole with aqueous ammonia or sodium azide
Lian, Peng-Bao,Guo, Xiao-Jie,Wang, Jian-Long,Chen, Li-Zhen,Shen, Fan-Fan
, p. 1045 - 1049 (2019/01/04)
[Figure not available: see fulltext.] In this work, 5-amino-1-methyl-4-nitroimidazole was synthesized by amination reaction of 1-methyl-4,5-dinitroimidazole with aqueous ammonia in 95% yield. Meanwhile, one of its isomers, 4-amino-1-methyl-5-nitroimidazole as byproduct was obtained from the filtrate. Furthermore, nucleophilic substitution reaction of 1-methyl-4,5-dinitroimidazole with sodium azide gave 5-azido-1-methyl-4-nitroimidazole in 98% yield. The three compounds were characterized by IR, 1H and 13C NMR spectra, melting points, and elemental analysis. The structure of 4-amino-1-methyl-5-nitroimidazole was further confirmed by single crystal X-ray diffraction. These reactions indicate that the nitro group at position 5 of 1-methyl-4,5-dinitroimidazole is quite unstable, as well as partial substitution of nitro group at position 4 also occured in aqueous ammonia. Only one nitro group of the two is involved in nucleophilic substitution reaction in each case.
Method for preparing 1-methyl-5-amino-4-nitroimidazole
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Paragraph 0036; 0050-0052, (2017/08/31)
The invention belongs to the technical field of preparation of organic intermediates, and particularly relates to a method for preparing 1-methyl-5-amino-4-nitroimidazole. The method takes 1-methyl-4,5-dimetridazloe as a raw material, and the 1-methyl-4,5-dimetridazloe is aminated by ammonia water or ammonia gas to obtain the 1-methyl-5-amino-4-nitroimidazole. The invention provides a brand-new raw material route and a process method for synthesizing the 1-methyl-5-amino-4-nitroimidazole. Reaction is performed at room temperature, and the method has the advantages of gentle conditions, simple process, low cost, high product purity, high yield and the like.