SYNTHESIS OF SOME NOVEL S- AND N,S-SUBSTITUTED CHLOROBUTADIENES

Abstract

Mono(thio)substituted nitrodienes were synthesized by reactions of 2-nitropentachloro- 1,3-butadiene with some thiols [(tert-butylbenzyl) thio-and 2,3,5,6-tetrafluorophenylthio-] either directly or in ethanol in the presence of sodium hydroxide. N,S-Substituted 1,3-butadienes were obtained from the reaction of the mono(thio)substituted nitrodienes with morpholine and some piperazine derivatives in dichloromethane. Also mono- and di(thio)substituted perchlorobutadienes were synthesized from the reactions of hexachloro-1,3-butadiene with o-aminothiophenol in ethanol in the presence of sodium hydroxide. The structures of the new compounds were characterized by microanalysis and spectroscopic data.