Synthesis of 3,4-Dihydro-2H-[1,3]thiazino[3,2-c]quinazolinium Systems by Heterocyclization of 4-(Butenylsulfanyl)- and 4-(Cinnamylsulfanyl)qinazolines

Abstract

The alkylation of quinazoline-4(3H)-thione with 4-bromobut-1-ene and cinnamyl chloride gave previously unknown 4-(but-3-en-1-ylsulfanyl)- and 4-(cinnamylsulfanyl)quinazolines which reacted with iodine and bromine to afford 3,4-dihydro-2H-[1,3]thiazino[3,2-c]quinazolin-5-ium salts. The structure of the products was studied by GC/MS, ¹H NMR, and X-ray analysis.