Reaction of 4-benzylidene-1-butylpyrrolidine-2,3-diones with aromatic thiols and amines

Abstract

2-Butyl-4-arylpyrrolo[c][1,5]benzothiazepin-1(2H)-ones are prepared by the reaction of 2-aminobenzenethiol with 1-butyl-4-arylidenepyrrolidine-2,3-diones. These ketones also react with simple thiols to give normal 1,4-addition products. In addition they react with aniline to give a mixture of substituted benzylideneanilines. 1-butyl-3-arylamino-4-(α-arylaminobenzyl)-3-pyrrolin-2-ones and 1-butyl-3-arylamino-3-pyrrolin-2-ones.