Synthesis of 3,4-Dihydro-2H-[1,3]thiazino[3,2-c]quinazolinium Systems by Heterocyclization of 4-(Butenylsulfanyl)- and 4-(Cinnamylsulfanyl)qinazolines
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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.
Keywordsquinazoline-4(3H)-thione 4-(but-3-en-1-ylsulfanyl)quinazoline 4-(cinnamylsulfanyl)quinazoline 3,4-dihydro-2H-[1,3]thiazino[3,2-c]quinazoline alkenylation halocyclization X-ray analysis 1H NMR
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This study was performed under financial support by the Government of the Russian Federation (Resolution no. 211, March 16, 2013; contract no. 02.A03.21.0011) in the framework of state assignment no. 4.9665.2017/8.9.
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