4531-54-8Relevant academic research and scientific papers
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.
A catalyst and additive-free three-component reaction of highly electrophilic azides with cyclic ketones and cycloaliphatic amines. Synthesis of novel N-heteroaryl amidines
Efimov, Ilya,Beliaev, Nikolai,Beryozkina, Tetyana,Slepukhin, Pavel,Bakulev, Vasiliy
, p. 1949 - 1952 (2016)
Highly electrophilic 5-azido-1-methyl-4-nitro-1H-imidazole and sulfonyl azides were demonstrated to react with alicyclic amines and cyclic ketones in the absence of any catalyst or additive to afford novel N-(4-nitroimidazol-5-yl)- or N-sulfonylamidines respectively. Based on single crystal X-ray analysis, a revision of the previously reported data of Gao and co-workers on the direction of the reaction of sulfonyl azides with endocyclic enamines was made. The reaction of 2,6-diazidopyridine with an enamine, 4-(cyclohex-1-en-1-yl)morpholine, proceeded with cyclization of the azide moiety onto the pyridine C=N bond to form an amidine bearing the tetrazolo[1,5-a]pyridine fragment.
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.
FGFR INHIBITORS FOR THE TREATMENT OF CANCER
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Paragraph 00180; 00181, (2020/08/28)
The disclosure provides novel FGFR inhibitors based on the pyridinylpyrimidine. The disclosure includes inhibitors with broad inhibitory activity against all FGFR isoforms, and inhibitors with selective inhibition against FGFR4. These novel pyridinylpyrimidine-based FGFR inhibitors, or their derivatives, have strong potential to be used to treat cancer.
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.
4,5-DIAMINOIMIDAZOLES AS NOVEL DEVELOPER-TYPE OXIDATION DYE PRECURSORS
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Paragraph 0281-0284, (2017/10/22)
An agent for oxidative changing of the color of keratin fibers, in particular human hair, includes, in a cosmetic support, as a developer-type oxidation dye precursor, at least one compound of formula (I) as further defined herein.
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.
Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen: Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides
Makosza, Mieczyslaw,Bialecki, Maciej
, p. 4878 - 4888 (2007/10/03)
A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The σ adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This reaction is analogous to the known alkylation and hydroxylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen (VNS). The reaction gives access to a wide range of substituted nitroanilines, nitronaphthylamines, and aminoheterocycles. By means of the reaction with N-alkyl- and N-arylsulfenamides, it is possible to obtain N-alkylnitroanilines and nitrodiarylamines. By varying the structure of sulfenamide and the reaction conditions, particularly the nature and concentration of the base, it is possible to control the orientation of animation.
