- Synthesis and rearrangement of N-methyl-N-(2-thiazolyl)-nitramine
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Methylation of N-(2-thiazolyl)-nitramine in alkaline solution gives 1,2-dihydro-3-methyl-2-nitriminothiazole which rearranges in concentrated sulphuric acid yielding small amount of 2-(N-methylamino)-5-nitrothiazole, identical with the product of rearrangement of N-methyl-N-(2-thiazolyl)-nitramine. The latter compound was obtained by the action of sodium hydride on 2-(N-methylamino)-thiazole followed by the nitration with n-butyl nitrate.
- Daszkiewicz,Koterzyna,Kyziol
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- Synthesis of a cumyl analogue in nitrothiazole series and S(RN)1 reaction at tertiary carbon
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A new alkylating agent, 2-(1-methyl-1-nitroethyl)-5-nitrothiazole, bearing a tertiary nitro nucleofuge, reacts with 2-nitropropane anion by S(RN)1 mechanism leading to the C-alkylation product.
- Gellis, Armand,Vanelle, Patrice,Maldonado, Jose,Crozet, Michel P.
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- Nitrothiazole derivatives and hydrochloride thereof Application of sulfate in preparation of medicine for treating livestock intestinal infection
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The invention relates to the technical field of pharmaceutical chemistry, in particular to application of nitrothiazole derivatives and hydrochloride and sulfate thereof in preparation of drugs for treating livestock intestinal infections. Compared with chickens, pigs, sheep and deer bacterial enteritis, the synthesized nitrothiazole derivative has high biological activity, the treatment effect is remarkable, and the application value is high.
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Paragraph 0013; 0041-0044
(2021/11/27)
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- Method for synthesizing 2-amino-5-nitrothiazole
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The invention discloses a method for synthesizing 2-amino-5-nitrothiazole, which comprises the following steps: (1) in an inert atmosphere, adding diethylamine, acetyl chloride and triethyl orthoacetate into a reaction container, uniformly mixing, stirring to react for 12-24 hours, and distilling and purifying the reaction product to obtain N, N-dimethylformamide dimethyl acetal, (2) in an inert atmosphere, mixing N, N-dimethylformamide dimethyl acetal with nitromethane, heating the mixture to 80-100 DEG C for reflux reaction, carrying out reduced pressure distillation on the reaction productto remove the solvent, and purifying to obtain N, N-dimethyl nitroethylene, and (3) in an inert atmosphere, putting N, N-dimethyl nitroethylene into a reaction container, sequentially adding ethanol,liquid bromine and thiourea, reacting at room temperature, after the reaction is finished, filtering a reactant, washing with ice ethanol, drying to obtain a white solid, adding water, and filtering to obtain the 2-amino-5-nitrothiazole. According to the method for synthesizing 2-amino-5-nitrothiazole, the raw materials are easy to obtain, the cost is low, and the yield can reach 60%.
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Paragraph 0037; 0041-0050
(2020/08/06)
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- Development of 5-nitrothiazole derivatives: Identification of leads against both replicative and latent Mycobacterium tuberculosis
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Twenty eight 5-nitrothiazole derivatives were synthesized and evaluated for in vitro activities against Mycobacterium tuberculosis (MTB), cytotoxicity against HEK 293T. Among the compounds, 5-nitro-N-(5-nitrothiazol-2-yl)furan-2- carboxamide (20) was found to be the most active compound in vitro with MICs of 5.48 μM against log-phase culture of MTB and also non-toxic up to 100 μM.
- Jeankumar, Variam Ullas,Chandran, Manoj,Samala, Ganesh,Alvala, Mallika,Koushik, Pulla Venkat,Yogeeswari, Perumal,Salina, Elena G.,Sriram, Dharmarajan
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p. 7414 - 7417
(2013/02/22)
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- Basic techniques of working on a solid phase: From ABC of the peptide synthesis to libraries of non-natural amino acids
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Libraries of hardly available amino acids bearing a heteroaromatic ring (2-pyrimidyl, substituted 2-pyridyl or 2-thiazolyl) at the amino group were prepared using solid-phase synthesis on various resins. The synthesized compounds are structurally similar to some known antidiabetic drugs. The paper combines features of a review (elementary introduction to the solid-phase synthesis methodology and technique for beginners and selected methods from peptide chemistry) and step-by-step experimental protocols (tested by the authors) useful as a methodic tool. The presented protocols (immobilization and modification of amino acids, placing and removal of common protective groups) require no sophisticated equipment and may be useful as pictorial introductory tasks for students education. Pleiades Publishing, Ltd., 2010.
- Babaev,Ermolat'ev
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experimental part
p. 2572 - 2589
(2011/04/15)
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- Nitrothiazolyl-monoazo-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline compounds for polyester
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A monoazo compound of the formula, STR1 wherein X is hydrogen atom or lower alkyl group; Z is hydrogen atom, halogen atom, alkyl group, acylamino group, benzoylamino group or alkylsulfonylamino group; R1, R2, R3 and R4 independently are hydrogen atom or alkyl group, provided that R1, R2, R3 and R4 cannot simultaneously be hydrogen atoms; and R5 is hydrogen atom, alkyl group, substituted alkyl group, alkenyl group, cycloalkyl group, aralkyl group or phenyl group.
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- Process for the preparation of 2-amino-5-nitrothiazole
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Disclosed is a novel process for the preparation of 2-amino-5-nitrothiazole which comprises the steps of (1) halogenating (chlorinating or brominating) a N,N-dialkyl-2-nitro-etheneamine having the formula O2 NCH=CHNR1 R2 to obtain a compound(s) having the structure STR1 (2) reacting (I) with thiourea to obtain a compound having the formula STR2 and (3) treating (II) with water.
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