4,7-Bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-<i>c</i>]pyridine

Abstract

Bis(alkylsulfanyl) derivatives of 1,2,5-thiadiazoles fused with aromatic and heteroaromatic rings containing long alkyl chains are of interest as compounds with liquid crystalline properties. In this communication, 4,7-bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine 1 was obtained from 4,7-dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine 2 by a combination of two reactions—aromatic nucleophilic substitution SNAr and Buchwald–Hartwig cross-coupling. The structure of the newly synthesized compounds was established by means of elemental analysis; high-resolution mass spectrometry; 1H, 13C NMR, IR and UV spectroscopy; and mass spectrometry.

Keywords

• [1,2,5]thiadiazolo[3,4-<i>d</i>]pyridazines
• liquid crystals
• aromatic nucleophilic substitution
• Buchwald–Hartwig cross-coupling reaction