Behavior of N, S-divinyl-2-mercaptobenzimidazole in the thiylation reaction

N. D. Abramova; G. G. Skvortsova; B. V. Trzhtsinskaya; M. V. Sigalov

doi:10.1007/BF00764540

Behavior of N, S-divinyl-2-mercaptobenzimidazole in the thiylation reaction

N. D. Abramova, G. G. Skvortsova, B. V. Trzhtsinskaya, M. V. Sigalov

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

N,S-Divinyl-2-mercaptobenzimidazole reacts with thiols under free-radical initiation conditions at both vinyl groups to give β-addition products, whereas it reacts with sulfur dioxide to give a stable complex. N-Vinylbenzimidazole-2-thione was obtained by heating the divinyl derivative of benzimidazole-2-thione in the presence of a mercaptan without a catalyst. The former on reaction with thiols under the influence of azobisisobutyronitrile readily forms N-(β-alkylthio)ethylbenzimidazole-2-thiones; in the presence of ionic catalysts, N-(α-alkylthio)ethylbenzimidazole-2-thiones are formed.

Original language	English
Pages (from-to)	1416-1419
Number of pages	4
Journal	Chemistry of Heterocyclic Compounds
Volume	11
Issue number	12
DOIs	https://doi.org/10.1007/BF00764540
State	Published - 1 Dec 1975
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1007/BF00764540

Cite this

@article{824a2a07c0b449579f6f1fbcf66b61ff,

title = "Behavior of N, S-divinyl-2-mercaptobenzimidazole in the thiylation reaction",

abstract = "N,S-Divinyl-2-mercaptobenzimidazole reacts with thiols under free-radical initiation conditions at both vinyl groups to give β-addition products, whereas it reacts with sulfur dioxide to give a stable complex. N-Vinylbenzimidazole-2-thione was obtained by heating the divinyl derivative of benzimidazole-2-thione in the presence of a mercaptan without a catalyst. The former on reaction with thiols under the influence of azobisisobutyronitrile readily forms N-(β-alkylthio)ethylbenzimidazole-2-thiones; in the presence of ionic catalysts, N-(α-alkylthio)ethylbenzimidazole-2-thiones are formed.",

author = "Abramova, {N. D.} and Skvortsova, {G. G.} and Trzhtsinskaya, {B. V.} and Sigalov, {M. V.}",

year = "1975",

month = dec,

day = "1",

doi = "10.1007/BF00764540",

language = "English",

volume = "11",

pages = "1416--1419",

journal = "Chemistry of Heterocyclic Compounds",

issn = "0009-3122",

publisher = "Springer New York",

number = "12",

}

TY - JOUR

T1 - Behavior of N, S-divinyl-2-mercaptobenzimidazole in the thiylation reaction

AU - Abramova, N. D.

AU - Skvortsova, G. G.

AU - Trzhtsinskaya, B. V.

AU - Sigalov, M. V.

PY - 1975/12/1

Y1 - 1975/12/1

N2 - N,S-Divinyl-2-mercaptobenzimidazole reacts with thiols under free-radical initiation conditions at both vinyl groups to give β-addition products, whereas it reacts with sulfur dioxide to give a stable complex. N-Vinylbenzimidazole-2-thione was obtained by heating the divinyl derivative of benzimidazole-2-thione in the presence of a mercaptan without a catalyst. The former on reaction with thiols under the influence of azobisisobutyronitrile readily forms N-(β-alkylthio)ethylbenzimidazole-2-thiones; in the presence of ionic catalysts, N-(α-alkylthio)ethylbenzimidazole-2-thiones are formed.

AB - N,S-Divinyl-2-mercaptobenzimidazole reacts with thiols under free-radical initiation conditions at both vinyl groups to give β-addition products, whereas it reacts with sulfur dioxide to give a stable complex. N-Vinylbenzimidazole-2-thione was obtained by heating the divinyl derivative of benzimidazole-2-thione in the presence of a mercaptan without a catalyst. The former on reaction with thiols under the influence of azobisisobutyronitrile readily forms N-(β-alkylthio)ethylbenzimidazole-2-thiones; in the presence of ionic catalysts, N-(α-alkylthio)ethylbenzimidazole-2-thiones are formed.

UR - http://www.scopus.com/inward/record.url?scp=34250384204&partnerID=8YFLogxK

U2 - 10.1007/BF00764540

DO - 10.1007/BF00764540

M3 - Article

AN - SCOPUS:34250384204

SN - 0009-3122

VL - 11

SP - 1416

EP - 1419

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 12

ER -

Behavior of N, S-divinyl-2-mercaptobenzimidazole in the thiylation reaction

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this