121-66-4Relevant articles and documents
Synthesis and rearrangement of N-methyl-N-(2-thiazolyl)-nitramine
Daszkiewicz,Koterzyna,Kyziol
, p. 2921 - 2927 (2001)
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.
Synthesis of a cumyl analogue in nitrothiazole series and S(RN)1 reaction at tertiary carbon
Gellis, Armand,Vanelle, Patrice,Maldonado, Jose,Crozet, Michel P.
, p. 2085 - 2086 (1997)
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.
Method for synthesizing 2-amino-5-nitrothiazole
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Paragraph 0037; 0041-0050, (2020/08/06)
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%.
Basic techniques of working on a solid phase: From ABC of the peptide synthesis to libraries of non-natural amino acids
Babaev,Ermolat'ev
experimental part, p. 2572 - 2589 (2011/04/15)
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.
