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Reactions with 5‐aminopyrazoles. I. Synthesis of halogen‐containing fused pyrazoles
Author(s) -
Hammouda Hamdy A.,
ElBarbary Ahmed A.,
Sharaf Mohie A. F.
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.5570210402
Subject(s) - chemistry , acetylacetone , ethyl acetoacetate , halogen , pyrazole , methylene , medicinal chemistry , oxazines , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , alkyl
5‐Amino‐3‐phenylpyrazole (I) and 5‐amino‐4‐bromo‐3‐phenylpyrazole (II) reacted with ethyl acetoacetate and acetylacetone to give various pyrazolo[1,5‐ a ]pyrimidines IV‐VI and with benzoins to give different fused pyrazoles, namely, imidazo[1,2‐ b ]pyrazoles IX, pyrrolo[2,3‐ c ]pyrazoles X and pyrazolo[4,3‐ b ][1,4]oxazines XII. Diazotized II was coupled with active methylene‐containing nitriles to afford pyrazolo[5,1‐ c ]‐ as ‐triazines XIV.