一种合成对称和非对称 2-（N，N'-二取代）胍基苯并噻唑的方法。

A synthetic method to access symmetric and non-symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles.

机构信息

Departamento de Ciencias Básicas de la Unidad Profesional Interdisciplinaria de Biotecnología del IPN, Av. Acueducto s/n, Barrio la Laguna Ticomán, México, D.F. 07340, Mexico.

出版信息

Molecules. 2012 Aug 24;17(9):10178-91. doi: 10.3390/molecules170910178.

DOI:10.3390/molecules170910178

PMID:22922286

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268101/

Abstract

Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbonodithioimidate as intermediate. The products were characterized by ¹H-, ¹³C-NMR spectroscopy and three of them by X-ray diffraction analysis. HN-phenyl protons formed intramolecular hydrogen bonds that assist the stereochemistry of the second substituent, whereas the HN-alkyl protons were involved in intermolecular hydrogen bonding.

摘要

对称和非对称的 2-（N-H、N-甲基、N-亚乙基和 N-芳基）胍苯并噻唑是由氨、甲胺、吡咯烷和苯胺与二甲基苯并[d]噻唑-2-基碳二硫代亚氨基咪唑反应合成的。产物通过 ¹H-、¹³C-NMR 光谱进行了表征，其中三种产物通过 X 射线衍射分析进行了表征。HN-芳基质子形成了分子内氢键，辅助了第二个取代基的立体化学，而 HN-烷基质子则参与了分子间氢键。