Next Article in Journal
Templated Organic Synthesis. Edited by F. Diederich (diederich@org.chem.ethz.ch) and Peter J. Stang (stang@chemistry.chem.utah.edu). Wiley-VCH: Weinheim. 1999. XX+411 pp. 268 DM. ISBN 3-527-29666-2
Previous Article in Journal
Synthesis of the Formal Diels-Alder Adducts of N-substituted Dehydromaleimides and Anthracene
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 2000, 5(2), 189-194; doi:10.3390/50200189

Synthesis of N-(2-Cyanophenyl)chloromethanimidoyl Chloride

Department of Organic Chemistry, Faculty of Science, Masaryk University, CZ-611 37 Brno, Czech Republic
*
Author to whom correspondence should be addressed.
Received: 9 December 1999 / Accepted: 5 January 2000 / Published: 24 February 2000
Download PDF [36 KB, uploaded 18 June 2014]

Abstract

N-(2-Cyanophenyl)chloromethanimidoyl chloride (3) was prepared from 2-isothiocyanatobenzonitrile by the reaction with sulfuryl chloride or gaseous chlorine in an inert solvent. It was found that N-(2-cyanophenyl)chloromethanimidothioic chloride (2) and bis[N-(cyanophenyl)chloromethanimidoyl] sulfide (7) are intermediates of this reaction. The chloride 3 was obtained also by a three-component one-pot reaction of N-(2-cyanophenyl)-formamide in the present of thionyl chloride and sulfuryl chloride. (2-Cyanophenyl)-(1-{[(2-cyanophenyl)-imino]methoxy}methylidene)ammonium chloride (6) was detected as a by-product of this reaction. Identity of all reaction products was confirmed by GC-MS, FTIR, 1H and 13C NMR spectroscopy.
Keywords: N-(2-cyanophenyl)chloromethanimidoyl chloride; 2-isothiocyanatobenzonitrile; N-(2-cyanophenyl)formamide N-(2-cyanophenyl)chloromethanimidoyl chloride; 2-isothiocyanatobenzonitrile; N-(2-cyanophenyl)formamide
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Pazdera, P.; Divišová, H.; Havlišová, H.; Borek, P. Synthesis of N-(2-Cyanophenyl)chloromethanimidoyl Chloride. Molecules 2000, 5, 189-194.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top