Journal
CHEMISTRY OF NATURAL COMPOUNDS
Volume 49, Issue 2, Pages 305-310Publisher
SPRINGER
DOI: 10.1007/s10600-013-0587-z
Keywords
mackinazolinone; aldehydes; condensation; 4-arylidene derivatives
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Funding
- Basic Research of TsNT, RU [FA-F7-T207]
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Methods for preparing of 8-nitro- and 8-aminomackinazolinones were improved. 8-Acetyl(benzoyl)aminomackinazolinones reacted smoothly with aromatic aldehydes and furfurol in glacial acetic acid to give the corresponding 4-arylidene-substituted derivatives. Reaction of 8-aminomackinazolinone with aromatic aldehydes in glacial acetic acid was accompanied by acetylation of the amine and gave 8-acetylamino-4-arylidenemackinazolinones. Reaction of 8-aminomackinazolinone and p-nitrobenzaldehyde in propionic acid produced 8-[(4' -nitrobenzylidene)amino]-4-(4aEuro(3)-nitrobenzylidene)mackinazolinone. In contrast, the reaction in Py occurred selectively at the amine to form the corresponding Schiff base 8-[(4'-nitrobenzylidene)amino]mackinazolinone.
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