Microwave-Assisted Synthesis of Novel 1,3,4-Thiadiazolyl-Substituted 1,2,4-Triazines as Potential Antitubercular Agents

Abstract A series of triazines have been synthesized starting from 5-alkyl-1,3,4-thiadiazole-2-thioles ( 1a–d ). On reaction with ethyl bromoacetate in the presence of anhydrous K 2 CO 3 under microwave irradiation (MWI), these yielded corresponding esters ( 2a–d ) which on hydrazinolysis under MWI produced (5-alkyl-1,3,4-thiadiazol-2-yl sulfanyl) acetohydrazides ( 3a–d ). The reaction of 3a–d with ω-bromoacetophenone under MWI yielded 6-aryl-3-[(5-alkyl-1,3,4-thiadiazol-2-yl sulfanyl)methyl]-1,2,4-triazines ( 4a–h ). All the synthesized triazines showed in vitro antitubercular activity.