Reaction of 2-aminothiophenol with acrylic acid and conversion of the resultant adducts

Author: Rutkauskas K.   Beresnevicius Z.-I.  

Publisher: Springer Publishing Company

ISSN: 0009-3122

Source: Chemistry of Heterocyclic Compounds, Vol.42, Iss.2, 2006-02, pp. : 227-232

Disclaimer: Any content in publications that violate the sovereignty, the constitution or regulations of the PRC is not accepted or approved by CNPIEC.

Previous Menu Next

Abstract

The reaction of acrylic acid with 2-aminothiophenol gives 5-carboxyethyl-2,3-dihydro-5H-benzo[b][1,4]-thiazepin-4-one and N-[2-(carboxyethylthio)phenyl]-α-alanine, while the reaction of acrylic acid with bis(2-aminophenyl) disulfide gives bis[2-(carboxyethylamino)phenyl] disulfide. The action of potassium thiocyanate in acid medium on the carboxyethylamino derivatives yields 1-[2-carboxyethylthio)phenyl]dihydro-4(1H,3H)-pyrimidinone-2-thione, bis-{2-[dihydro-4(1H, 3H)-pyrimidinone-2-thion-1-yl]phenyl} disulfide, and 3-(2-mercaptobenzothiazol-3-yl)propanoic acid.