The Synthesis of New S- and N,S-Substituted Halo Nitro Dienes by the Reactions of 1-Bromo-1,2,4,4-tetrachloro-3-nitrobuta-1,3-diene with Thiols and Cyclic Amines

Abstract

The substituted products alkyl(aryl)thio-tetrahalo-3-nitrobuta-1,3-dienes 3a–b were obtained from the reactions of 1-bromo-1,2,4,4-tetrachloro-3-nitrobuta-1,3-diene (1) with thiols. Further reactions of the substituted product alkyl(aryl)thio-tetrahalo-3-nitrobuta-1,3-dienes 3a–b in dichloromethane reacted with piperazine derivatives and morpholine to generate 5a–b and 7a–l. The structures of the new compounds were determined by microanalysis and spectroscopic data.

Keywords:

• Halides
• nitro compounds
• nucleophilic substitutions
• piperazine derivatives
• thiols

Acknowledgments

We gratefully thank the Research Fund of the Istanbul University for financial support of this work.