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Method for synthesizing 2-amino-5-nitrothiazole

A technology of nitrothiazole and dimethylnitroethylene, which is applied in the field of synthesizing 2-amino-5-nitrothiazole, can solve the problems of high cost, difficult to obtain raw materials, low yield, etc., achieve mild reaction conditions, solve Raw materials are expensive and the effect of cost reduction

Active Publication Date: 2020-07-28
苏州煜佳生物医药技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved in the present invention is to provide a new method for synthesizing 2-amino-5-nitrothiazole, so as to solve the problem that the raw materials for synthesizing 2-amino-5-nitrothiazole in the prior art are not easy to obtain, the cost is high, and the yield is high. low problem

Method used

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  • Method for synthesizing 2-amino-5-nitrothiazole
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  • Method for synthesizing 2-amino-5-nitrothiazole

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Embodiment 1

[0038] (1) Under an argon atmosphere, according to the molar ratio of 1:0.2:2.6, add diethylamine, acetyl chloride, and triethyl orthoacetate into the reaction vessel and mix well;

[0039] (2) The reaction vessel was placed on a room temperature stirrer and stirred vigorously for 12 hours, and the reaction product was purified by distillation to obtain N,N-dimethylformamide dimethyl acetal with a yield of 95%;

[0040] (3) Under an argon atmosphere, add the N,N-dimethylformamide dimethyl acetal obtained in step (2) into nitromethane, and heat the mixture to 80° C. for reflux reaction for 30 minutes; wherein, the The molar ratio of N,N-dimethylformamide dimethyl acetal to nitromethane is 1:1; the reaction product is distilled off under reduced pressure to remove the solvent, and the reaction product is purified by washing the chromatographic silica gel column with ethyl acetate to obtain N , N-dimethylnitroethylene;

[0041] (4) Under an argon atmosphere, put the N,N-dimethyl...

Embodiment 2

[0046] This embodiment is basically the same as Embodiment 1, the difference is:

[0047] In step (4), the molar ratio of N,N-dimethylnitroethylene, liquid bromine, ethanol, thiourea and water is 1:1:10:1.3:23.

Embodiment 3

[0049] This embodiment is basically the same as Embodiment 1, the difference is:

[0050] In step (4), the molar ratio of N,N-dimethylnitroethylene, liquid bromine, ethanol, thiourea and water is 1:1:7:1.3:40.

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Abstract

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%.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing 2-amino-5-nitrothiazole. Background technique [0002] 2-Amino-5-nitrothiazole is an important synthetic intermediate, which is widely used in the fields of dye and pharmaceutical synthesis. At present, in the synthesis process of 2-amino-5-nitrothiazole, the intermediate 2-aminothiazole is usually first synthesized from raw materials, and then the target product is obtained by nitration. Among them, the starting materials for the synthesis of 2-aminothiazole mainly include chloroacetaldehyde, chloral, vinyl acetate or vinyl ether. Nitrification steps can be roughly divided into two categories, one is the mixed acid direct nitration method; the other is the nitramine rearrangement method. But above-mentioned method yield is all not high, and used raw material is not easy to obtain, and raw material cost is higher. Contents of the invention ...

Claims

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Application Information

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IPC IPC(8): C07D277/58
CPCC07D277/58
Inventor 姜冉吴晓进潘鸿
Owner 苏州煜佳生物医药技术有限公司
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