Reactions of 1-acyl-2-bromoacetylenes with dithiocarbamic acids

V. N. Elkhina; A. S. Nakhmanovich; I. D. Kalikhman; L. N. Il'icheva; G. N. Tischenko; N. E. Zhukhlistova; V. I. Smirnova

doi:10.1007/BF00864343

Reactions of 1-acyl-2-bromoacetylenes with dithiocarbamic acids

V. N. Elkhina, A. S. Nakhmanovich, I. D. Kalikhman, L. N. Il'icheva, G. N. Tischenko, N. E. Zhukhlistova, V. I. Smirnova

Department of Chemistry

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

Abstract

2-Acyl-2-bromoacetylenes react with dithiocarbamic acids in aprotic solvents (acetonitrile, chloroform, or ether) to give 5-acyl-2-diethylamino(heteryl)-1,3-dithiolium bromides, which on reaction with secondary amines (diethylamine or morpholine) undergo cleavage of the 1,3-dithiole ring to give 1-acyl-2-diethyl(morpholyl)dithiocarbamoyl-2-diethylamino(morpholyl)ethylenes. X-ray crystallographic studies on the product from one of these reactions has shown it to be 5-thenoyl-2-diethylamino-1,3-dithiolium bromide.

Original language	English
Pages (from-to)	1441-1446
Number of pages	6
Journal	Russian Chemical Bulletin
Volume	41
Issue number	8
DOIs	https://doi.org/10.1007/BF00864343
State	Published - 1 Aug 1992

Keywords

1,3-dithiolium bromides
spectral studies
synthesis
x-ray crystallography

ASJC Scopus subject areas

General Chemistry

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10.1007/BF00864343

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title = "Reactions of 1-acyl-2-bromoacetylenes with dithiocarbamic acids",

abstract = "2-Acyl-2-bromoacetylenes react with dithiocarbamic acids in aprotic solvents (acetonitrile, chloroform, or ether) to give 5-acyl-2-diethylamino(heteryl)-1,3-dithiolium bromides, which on reaction with secondary amines (diethylamine or morpholine) undergo cleavage of the 1,3-dithiole ring to give 1-acyl-2-diethyl(morpholyl)dithiocarbamoyl-2-diethylamino(morpholyl)ethylenes. X-ray crystallographic studies on the product from one of these reactions has shown it to be 5-thenoyl-2-diethylamino-1,3-dithiolium bromide.",

keywords = "1,3-dithiolium bromides, spectral studies, synthesis, x-ray crystallography",

author = "Elkhina, {V. N.} and Nakhmanovich, {A. S.} and Kalikhman, {I. D.} and Il'icheva, {L. N.} and Tischenko, {G. N.} and Zhukhlistova, {N. E.} and Smirnova, {V. I.}",

year = "1992",

month = aug,

day = "1",

doi = "10.1007/BF00864343",

language = "English",

volume = "41",

pages = "1441--1446",

journal = "Russian Chemical Bulletin",

issn = "1063-5211",

publisher = "Springer New York",

number = "8",

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TY - JOUR

T1 - Reactions of 1-acyl-2-bromoacetylenes with dithiocarbamic acids

AU - Elkhina, V. N.

AU - Nakhmanovich, A. S.

AU - Kalikhman, I. D.

AU - Il'icheva, L. N.

AU - Tischenko, G. N.

AU - Zhukhlistova, N. E.

AU - Smirnova, V. I.

PY - 1992/8/1

Y1 - 1992/8/1

N2 - 2-Acyl-2-bromoacetylenes react with dithiocarbamic acids in aprotic solvents (acetonitrile, chloroform, or ether) to give 5-acyl-2-diethylamino(heteryl)-1,3-dithiolium bromides, which on reaction with secondary amines (diethylamine or morpholine) undergo cleavage of the 1,3-dithiole ring to give 1-acyl-2-diethyl(morpholyl)dithiocarbamoyl-2-diethylamino(morpholyl)ethylenes. X-ray crystallographic studies on the product from one of these reactions has shown it to be 5-thenoyl-2-diethylamino-1,3-dithiolium bromide.

AB - 2-Acyl-2-bromoacetylenes react with dithiocarbamic acids in aprotic solvents (acetonitrile, chloroform, or ether) to give 5-acyl-2-diethylamino(heteryl)-1,3-dithiolium bromides, which on reaction with secondary amines (diethylamine or morpholine) undergo cleavage of the 1,3-dithiole ring to give 1-acyl-2-diethyl(morpholyl)dithiocarbamoyl-2-diethylamino(morpholyl)ethylenes. X-ray crystallographic studies on the product from one of these reactions has shown it to be 5-thenoyl-2-diethylamino-1,3-dithiolium bromide.

KW - 1,3-dithiolium bromides

KW - spectral studies

KW - synthesis

KW - x-ray crystallography

UR - http://www.scopus.com/inward/record.url?scp=34249838108&partnerID=8YFLogxK

U2 - 10.1007/BF00864343

DO - 10.1007/BF00864343

M3 - Article

AN - SCOPUS:34249838108

SN - 1063-5211

VL - 41

SP - 1441

EP - 1446

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

IS - 8

ER -

Reactions of 1-acyl-2-bromoacetylenes with dithiocarbamic acids

Abstract

Keywords

ASJC Scopus subject areas

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