TY - JOUR
T1 - Synthesis and properties of 7‐hydroxy‐8‐phenylxanthine and its derivatives. Disproportionation to derivatives of 8‐phenylxanthine and 6‐amino‐5‐nitrosouracil
AU - Zvilichovsky, Gury
AU - Garbi, Herzel
AU - Nemes, Eliahu
PY - 1982
Y1 - 1982
N2 - 8‐Phenyl, 8‐(p‐methoxyphenyl) and 8‐(p‐chlorophenyl)‐7‐hydroxyxanthine were synthesized by ring closure of 6‐amino‐5‐nitrosouracil with benzaldehyde, p‐methoxybenzaldehyde and p‐chlorobenzaldehyde, respectively. The disproportionation of these products to the corresponding 8‐phenylxanthines and 6‐amino‐5‐nitrosouracil was studied. The dependence of the rate of the reaction on the various substituents was studied. The disproportionation reaction is inhibited by the polarophilic ethyl acetylenedicarboxylate and enhanced by phosphate.
AB - 8‐Phenyl, 8‐(p‐methoxyphenyl) and 8‐(p‐chlorophenyl)‐7‐hydroxyxanthine were synthesized by ring closure of 6‐amino‐5‐nitrosouracil with benzaldehyde, p‐methoxybenzaldehyde and p‐chlorobenzaldehyde, respectively. The disproportionation of these products to the corresponding 8‐phenylxanthines and 6‐amino‐5‐nitrosouracil was studied. The dependence of the rate of the reaction on the various substituents was studied. The disproportionation reaction is inhibited by the polarophilic ethyl acetylenedicarboxylate and enhanced by phosphate.
UR - http://www.scopus.com/inward/record.url?scp=0020419450&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570190139
DO - 10.1002/jhet.5570190139
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AN - SCOPUS:0020419450
SN - 0022-152X
VL - 19
SP - 205
EP - 209
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 1
ER -