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The synthesis and chemistry of a bis‐pyrazolinylketone and the structure determination
Author(s) -
Lin TayYean,
Cromwell Norman H.,
Kingsbury Charles A.
Publication year - 1985
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.5570220106
Subject(s) - chemistry , cyclohexanone , pyrolysis , pyrazoline , computational chemistry , organic chemistry , medicinal chemistry , catalysis
The synthesis and spectral characteristics of a bis‐spiro compound: 2,6‐bis(4‐phenyl‐3‐δ 1 ‐pyrazolinyl)cyclo‐hexanone are reported. Unlike literature reports, this particular δ 1 ‐pyrazoline does not readily rearrange to the 2 isomer on heating. Pyrolysis gives 2,6‐bis(α‐methylbenzylidene)cyclohexanone. A monopyrazolinylket‐one was also isolated which is most likely an intermediate in the bis‐denitrogenation. A mechanism for the denitrogenation‐rearrangement is proposed.