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Reaction of N ‐[(α‐acetoxy)‐4‐pyridylmethyl]‐3,5‐dimethylbenzamide with alkyl isocyanates
Author(s) -
Braña Miguel F.,
Castellano José M.,
Donoso Rosa,
López Rodríguez María L.,
Yunta María J. R.,
Walker Nigel P. C.
Publication year - 1990
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.5570270254
Subject(s) - chemistry , isopropyl , pyridine , alkyl , medicinal chemistry , crystal structure , organic chemistry , stereochemistry
Reaction of N ‐(α‐acetoxy)4‐pyridylmethyl]‐3,5‐dimethylbenzamide 3 with methyl and ethyl isocyanates afforded 1,3‐dimethyl and 1,3‐diethyl‐4‐(3,5‐dimethylbenzoylamino)‐2‐oxoimidazolidine‐5‐spiro‐4′‐[1′,4′‐dihydro‐1′‐acetyl]pyridine 6a,b , respectively. However, the reaction of 3 with isopropyl, t ‐butyl and phenyl isocyanates gave the corresponding N,N ′‐diurea and the dimerization compound 8 . The structure of 6a was confirmed by crystal X‐ray diffraction analysis.