Heteroatomic derivatives of aziridine. 12. Reaction of 1-(carbomethoxyalkyl)aziridines with thiols and mercapto acids

The reaction of 1-(carbomethoxyalkyl)aziridines with thiols and mercapto acids, which leads to the formation of the corresponding sulfides and esters of S-substituted N-(2-mercaptoethyl)amino acids, was studied. The acid hydrolysis of o-[(N-carbomethoxyethyl)-2-aminoethylthio]benzoic acid and o-[(N-cyanoethyl)-2-aminoethylthio]benzoic acid leads to o-[N-(carboxyethyl)-2-aminoethylthio]benzoic acid hydrochloride. The cyclization of 1-[(N-carbomethoxyethyl)-2-aminoethylthio]benzoic acid in the presence of PCl₃ gives 5-oxo-4-(carbomethoxyethyl)-6,7-benzoperhydro-1,4-thiazepine.See [1] for communication 11.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 921–923, July, 1981.