AMINE EXCHANGE REACTIONS: I. THE SYNTHESIS OF N ARYLSULFENAMIDES BY TRANSAMINATION

Autor: M. J. Gattuso, J. P. Shoffner, R. J. Arnold
Rok vydání: 1979
Předmět:
Zdroj: Phosphorus and Sulfur and the Related Elements. 5:267-270
ISSN: 0308-664X
DOI: 10.1080/03086647908077724
Popis: Arylamine salts have been used to displace ammonia and other amines that have a higher pKa than the arylamines from the S–N bond of sulfenamides derived from mercaptobenzothiazole and thiocarbamate. The N-arylsulfenamides obtained by this method may be obtained only with difficulty or not at all by other methods. A mechanism for the exchange is proposed. The mechanism emphasizes the role of proton transfer in driving the reaction to completion.
Databáze: OpenAIRE