Premium
4‐Hydroxy‐1(2H)‐isoquinolone‐3‐carboxamides synthesis and properties
Author(s) -
Schapira Celia B.,
Abasolo María I.,
Perillo Isabel 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.5570220274
Subject(s) - chemistry , phthalimide , sodium ethoxide , medicinal chemistry , organic chemistry , combinatorial chemistry , ethanol
Reaction of some α‐phthalimidoacetamides 1a‐i with sodium ethoxide was carried out under drastic conditions. Compounds 1b‐g afforded 4‐hydroxy‐1(2 H )‐isoquinolone‐3‐carboxamides 2b‐g , while 1h‐i afforded the acid 3a‐b together with the expected isoquinolones 2h‐i. Compound 1a gave phthalimide as the major product. Compounds 2 are acidic and unstable in basic media. The most acidic compounds presented the longest half‐life. An explanation of these results was given.