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新型 2-(E)-氰基(噻唑烷-2-亚基)噻唑的区域选择性合成。

Regioselective synthesis of new 2-(E)-cyano(thiazolidin-2-ylidene)thiazoles.

机构信息

Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, 91775-1436 Mashhad, Iran.

出版信息

Molecules. 2009 Nov 25;14(12):4849-57. doi: 10.3390/molecules14114849.

DOI:10.3390/molecules14114849
PMID:20032863
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6255026/
Abstract

Cyclocondensation of 2-[bis(methylthio)methylene]malononitrile (1) and cysteamine (2) afforded 2-(thiazolidin-2-ylidene)malononitrile (3). This compound on treatment with NaSH gave the corresponding thioamide derivative 4a in a regioselective manner on the basis of its single crystal X-ray diffraction analysis. Reaction of this compound with several alpha-bromocarbonyl compounds gave new 2-(E)-cyano(thiazolidin-2-ylidene)thiazoles 5a-g.

摘要

2-[双(甲硫基)亚甲基]丙二腈(1)与半胱胺(2)环缩合得到 2-(噻唑烷-2-亚基)丙二腈(3)。根据其单晶 X 射线衍射分析,该化合物与 NaSH 反应以区域选择性方式得到相应的硫代酰胺衍生物 4a。该化合物与几种α-溴羰基化合物反应得到新的 2-(E)-氰基(噻唑烷-2-亚基)噻唑 5a-g。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/068685b623d1/molecules-14-04849-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/2a2b3e13bf93/molecules-14-04849-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/b15ddfdda8ee/molecules-14-04849-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/068685b623d1/molecules-14-04849-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/2a2b3e13bf93/molecules-14-04849-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/b15ddfdda8ee/molecules-14-04849-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e991/6255026/068685b623d1/molecules-14-04849-g002.jpg

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