Premium
The selective preparation of 1,4‐diaryl‐6‐methyl‐ and 1,6‐diaryl‐4‐methyl‐2‐(1 H )pyrimidinones
Author(s) -
Kashima Choji,
Katoh Akira
Publication year - 1980
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.5570170514
Subject(s) - pyrimidinones , chemistry , sodium methoxide , methyl iodide , methanol , medicinal chemistry , organic chemistry
Abstract N ‐Phenylurea reacted with benzoylacetone derivatives (I) to give 1,4‐diaryl‐6‐methyl‐2‐(1 H )pyrimidinones (II) in addition to low yields of 1,6‐diaryl‐4‐methyl‐2‐(1 H )pyrimidinones (IV), while N ‐phenylthiourea afforded only 1,6‐diaryl‐4‐methyl‐2‐(1 H )pyrimidinethiones (III) in good yields. Further 1,6‐diaryl‐4‐methyl‐2‐(1 H )‐ pyrimidinethiones (III) were successfully converted in satisfactory yields into the corresponding 2‐(1 H )‐pyrimidinones (IV) by the treatment with methyl iodide in the presence of sodium methoxide in methanol at room temperature.