ISOLATION OF NEW CHLORINATED REGIOISOMERS OF MONO N-SUBSTITUTED URACIL DERIVATIVES AND SYNTHESIS OF 3-SUBSTITUTED YLPYRIMIDO[5,4-E]-1,2,4-TRIAZINE-5,7(6H,8H)-DIONES
T. Nagamatsu et al., ISOLATION OF NEW CHLORINATED REGIOISOMERS OF MONO N-SUBSTITUTED URACIL DERIVATIVES AND SYNTHESIS OF 3-SUBSTITUTED YLPYRIMIDO[5,4-E]-1,2,4-TRIAZINE-5,7(6H,8H)-DIONES, Heterocycles, 37(2), 1994, pp. 1147-1164
A variety of fervenulin type products, 3-substituted ylpyrimido[5,4-e]
-1,2,4-triazine-5,7(6H,8H)-diones (18a-i), were synthesized by nitrosa
tive or nitrative cyclization of the aldehyde hydrazones (17a-i) deriv
ed from 6-(1-methylhydrazino)-1-phenyluracil (16) with aliphatic as we
ll as aromatic aldehydes. The compound (16) was prepared by the reacti
on of 6-chloro-1-phenyluracil (8) with methylhydrazine. In addition, n
ot only the precursor of 16, 6-chloro-1-phenyluracil (8), but also oth
er new chlorinated regioisomers of mono N-substituted pyrimidine (9) a
nd uracil (14) were isolated and characterized by the reductive dechlo
rination of them.