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Synthesis 2004(10): 1585-1588
DOI: 10.1055/s-2004-829101
DOI: 10.1055/s-2004-829101
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Practical Synthesis of N-Substituted 1,2-Benzisothiazolin-3-ones from N,N′-Disubstituted 2,2′-Dithiodibenzamides
Further Information
Received
16 December 2003
Publication Date:
16 June 2004 (online)
Publication History
Publication Date:
16 June 2004 (online)
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Abstract
A variety of N-substituted 1,2-benzisothiazolin-3-ones were easily synthesized from N,N′-disubstituted 2,2′-dithiodibenzamides in the presence of O-methylhydroxylamine hydrochloride. Derivatives with a primary, secondary, or tertiary alkyl group or an aryl group on the N-1 nitrogen of the 1,2-benzisothiazolin-3-one were obtained.
Key words
benzisothiazoles - disulfides - amides - hydroxylamines - oximes
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References
The stoichiometry of the reaction means that 100% yield corresponds to 2 equiv of 2 produced for 1 equiv of 1.