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Synthesis of pyrazolo[4,3‐ d ]oxazoles
Author(s) -
Youssef M. S. K.,
Metwally S. A. M.,
ElMaghraby M. A.,
Younes M. I.
Publication year - 1984
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570210635
Subject(s) - chemistry , benzylamine , benzaldehyde , methylamine , pyrazolone , ammonium acetate , medicinal chemistry , aryl , oxime , organic chemistry , catalysis , alkyl , high performance liquid chromatography
1‐Phenyl‐3‐methyl‐5‐pyrazolone‐4‐oxime reacted with benzylamine, methylamine, methyl‐ and ethyl ioides to give 3‐methyl‐1,5‐diphenyl‐1 H ‐, 3‐methyl‐1‐phenyl‐1 H ‐ and 3,5‐dimethyl‐1‐phenyl‐1 H ‐pyrazolo[4,3‐ d ]oxazoles I, II. The structure of I was elucidated authentically through other routes by interaction of 1‐phenyl‐3‐methyl‐4,5‐dioxopyrazolone with benzylamine and/or benzaldehyde and ammonium acetate. Various 3‐meth‐yl‐5‐aryl‐1‐phenyl‐1 H ‐pyrazolo[4,3‐ d ]oxazoles IV were synthesized by the reaction of 4,5‐dioxopyrazolone with aromatic aldehydes in the presence of ammonium acetate. Also, the structure of I was elucidated authentically via other routes by the reaction of 1‐phenyl‐3‐methyl‐4‐imino‐5‐pyrazolone with each of benzylcyanide, benzylamine, benzaldehyde and benzalaniline.