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一种合成 1,3,4-噻二唑-2-胺衍生物的新方法。

A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives.

机构信息

Institute of Problems of Chemical Physics, The Russian Academy of Sciences, 142432 Chernogolovka, Russia.

Faculty of Fundamental Physical and Chemical Engineering, Lomonosov Moscow State University, 119991 Moscow, Russia.

出版信息

Molecules. 2021 Aug 25;26(17):5159. doi: 10.3390/molecules26175159.

Abstract

The main purpose of the study was the development of a new method for synthesis of 1,3,4-thiadiazol-2-amine derivatives in a one-pot manner using the reaction between a thiosemicarbazide and carboxylic acid without toxic additives such as POCl or SOCl. The reaction was investigated in the presence of polyphosphate ester (PPE). It was found that, in the presence of PPE, the reaction between the thiosemicarbazide and carboxylic acid proceeds in one-pot through three steps with the formation of corresponding 2-amino-1,3,4-thiadiazole. Using the developed approach five, 2-amino-1,3,4-thiadiazoles were synthesized. The structures of all compounds were proven by mass spectrometry, IR, and NMR spectroscopies.

摘要

本研究的主要目的是开发一种新的方法,通过使用硫代氨基脲和羧酸之间的反应,在一锅条件下合成 1,3,4-噻二唑-2-胺衍生物,而无需使用有毒添加剂,如 POCl 或 SOCl。该反应在多聚磷酸酯(PPE)的存在下进行了研究。结果发现,在 PPE 的存在下,硫代氨基脲和羧酸之间的反应通过三步进行一锅反应,形成相应的 2-氨基-1,3,4-噻二唑。使用所开发的方法合成了五个 2-氨基-1,3,4-噻二唑。所有化合物的结构均通过质谱、IR 和 NMR 光谱法证明。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e69/8434302/3f2ac464feb9/molecules-26-05159-sch001.jpg

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