Alkylation and Aminomethylation of 1,3-Dihydro-2De-Benzimidazole-2-Thione

被引:12
作者
Bespalov, A. Ya. [1 ]
Gorchakova, T. L. [1 ]
Ivanov, A. Yu. [2 ]
Kuznetsov, M. A. [2 ]
Kuznetsova, L. M. [2 ]
Pankova, A. S. [2 ]
Prokopenko, L. I. [1 ]
Avdontceva, M. S. [3 ]
机构
[1] Fed Med Biol Agcy Russian Federat, Inst Toxicol, St Petersburg 192019, Russia
[2] St Petersburg State Univ, St Petersburg 198504, Russia
[3] St Petersburg State Univ, Res Ctr Xray Diffract Studies, St Petersburg 198504, Russia
基金
俄罗斯科学基金会;
关键词
1,3-dihydro-2.-benzimidazole-2-thione; 2-mercaptobenzimidazole; 2-sulfanylbenzimidazole; alkylation; aminomethylation; BIOLOGICALLY-ACTIVE AGENTS; 2-MERCAPTOBENZIMIDAZOLE DERIVATIVES; PART; SPECTROMETRY; MERCURY(II); WATER; ACID;
D O I
10.1007/s10593-014-1623-z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkylation of 1,3-dihydro-2De-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2De-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution.
引用
收藏
页码:1547 / 1558
页数:12
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