New method for the synthesis of 4,5-dihydro-1,4-benzothiazepin-3(2H)-ones derivatives

A new method has been developed for the synthesis of 4,5-dihydro-1,4-benzothazepin-3(2H)ones derivatives by the acylation of N-substituted 2-chloro-5-nitrobenzylamines with acetylmercaptoacetyl chloride and α-acetylmercaptopropionyl chloride with subsequent removal of the S-acetyl protecting group and intramolecular nucleophilic substitution. The oxidation of 4,5-dihydro-1,4-benzothiazepin-3(2H)-ones to the corresponding 1,1-dioxides has been investigated.