K. Hirota et al., REACTIVITIES OF 6-AMINO-1,3-DIMETHYL-5-THIOFORMYLURACIL TOWARD NUCLEOPHILES AND ITS APPLICATION TO SYNTHESIS OF PYRIDO[2,3-D]PYRIMIDINES, Chemical and Pharmaceutical Bulletin, 45(3), 1997, pp. 542-544
The reaction of the 5-thioformyluracil 1 with phenylhydrazine and vari
ous amines readily afforded the hydrazone 3a and Schiff bases 3b-d, re
spectively. Further, carbanions and Wittig reagents reacted with 1 to
give pyrido[2,3-d]pyrimidines 4 and 9. The corresponding 5-formyluraci
l 2 possessed much lower reactivities toward these nucleophiles than d
id 1.