Synthesis and Halocyclization of 2-Benzyl(allyl)sulfanyl-5-allyl-6-methylpyrimidin-4(3<i>H</i>)-ones
Alkylation of 5-allyl-6-methyl-2-thiouracil by benzylchloride and allylbromide yields 2-benzyl(allyl)sulfanyl-5allyl-6-methylpyrimidin-4(3 H )-ones. The interaction of 2-benzylsulfanyl-5-allyl-6-methylpyrimidin-4(3 H )-one with bromine or iodine gives substituted furo[2,3- d ]pyrimidine. The reactions of 2-benzylsulfanyl-5-allyl-6methylpyrimidin-4(3 H )-ones with iodine depending on conditions lead to the formation of 6-allyl-3(iodomethyl)-5-methyl-7-oxo-2,3,7,8-tetrahydrothiazolo[3,2- a ]pyrimidinium or 3,7-bis(iodomethyl)-5-methyl2,3,6,7-tetrahydrofuro[2,3- d ]thiazolo[3,2- a ]pyrimidinium iodides.