An effective synthesis of N-substituted 2-sulfenamoylbenzoates and 1,2-benzisothiazolin-3-ones that uses 1,2-benzisothiazolin-3-one as a leaving group

  • Shimizu M
  • Sugano Y
  • Konakahara T
 et al. 
  • 3

    Readers

    Mendeley users who have this article in their library.
  • 28

    Citations

    Citations of this article.

Abstract

N-Substituted 2-sulfenamoylbenzoates and 1,2-benzisothiazolin-3-ones were effectively synthesized by the substitution reaction between S-[2-(3-oxo-1,2-benzisothiazolinyl)]-2-mercaptobenzoates (2) and primary amines. The substitution reaction occurred on the sulfur atom of the 2-sulfenamoyl group of 2, and 1,2-benzisothiazolin-3-one behaved as a leaving group. The eliminated 1,2-benzisothiazolin-3-one could be reused as a starting material for the synthesis of 2. N,N-Disubstituted 2-sulfenamoylbenzoates were prepared by the reaction of 2 with secondary amines. © 2002 Elsevier Science Ltd. All rights reserved.

Author-supplied keywords

  • Amines
  • Benzisothiazoles
  • Substitution
  • Sulfenic acids and derivatives

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document

Authors

  • Norio SakaiTokyo Rika Daigaku - Noda Campus

    Follow
  • Masao Shimizu

  • Yoshinori Sugano

  • Yasuo Gama

  • Isao Shibuya

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free