Kt. Heydar et al., SYNTHETIC ROUTES TO THIAZOLO[2,3-B]PYRIMIDIN-7-ONES VIA 2-ALLYLTHIOURACILS, Indian Journal of Heterocyclic Chemistry, 7(2), 1997, pp. 159-160
2-Thiouracil: (1, R=Me, R-2=H or Bu) was condensed with allyl bromide
to afford the corresponding 2-allylthio derivative (2, R-1=Me, R-2=H o
r Bu). The latter was treated with excess of bromine to afford 3-bromo
methyl 6,7-disubstituted-2,3-dihydro thiazolo [2,3-b] 5-one (3, R-1=Me
, R-2=H, or Bu, R-3=Br) which was reacted with nucleophiles such as mo
rpholine and diethylamine to give (3, R-1=Me, R-2=H), R-3=morpholino a
nd diethylamino respectively.