Synthesis of the 335-nm photoproduct of cytosine and 4-thiouracil

DE Bergstrom, I Inoue, NJ Leonard

Index: Bergstrom,D.E. et al. Journal of Organic Chemistry, 1972 , vol. 37, p. 3902 - 3905

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Citation Number: 9

Abstract

Application of the Vilsmeier formylation reaction to 4-methylpyrimidin-2-one (4) followed by treatment with hydroxylamine gave 4-(isoxaxol-4-yl) pyrimidin-2-one (5), which was transformed to 4-(cu-formylcyanomethyl)-pyrimidin-2-one (6) by rearrangement with alkali in 539$ overall yield (from 4). Methylation of 6 with NaH and Me1 in dimethylformamide gave 4- (~-formylcyanomethyI)-l-methylpyrimidin-2-one(2) in 76% yield.