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Reaction of 2‐dimethylaminomethylene‐1,3‐diones with dinucleophiles. I. Synthesis of 1,5‐disubstituted 4‐acylpyrazoles
Author(s) -
Sche Pietro,
Mosti Luisa,
Menozzi Giulia
Publication year - 1982
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.5570190620
Subject(s) - chemistry , phenylhydrazine , methylhydrazine , yield (engineering) , dimethylformamide , pyrazole , medicinal chemistry , organic chemistry , materials science , solvent , metallurgy
Reaction of open‐chain and cyclic sym ‐1,3‐diones with N,N ‐dimethylformamide dimethyl acetal gave, generally in high yield, a series of sym ‐2‐dimethylaminomethylene‐1,3‐diones which reacted with phenylhydrazine and methylhydrazine to afford, generally in satisfactory yield, a number of 1,5‐disubstituted 4‐acylpyrazoles. The applications and limits of this new pyrazole synthesis are presented and discussed.