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

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. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 256–261, February, 2006.