期刊
CHEMISTRY OF NATURAL COMPOUNDS
卷 46, 期 2, 页码 262-267出版社
SPRINGER
DOI: 10.1007/s10600-010-9583-8
关键词
deoxyvasicinone; aldehydes; condensation
资金
- Basic Research TsNT RUz [FA-F3-T047]
6-Acetylamino- and -benzoylamino-9-arylidenedeoxyvasicinones were synthesized by reaction of 6-amino-(3), -acetylamino-(4), and -benzoylamino-(5) -deoxyvasicinones (DOV) with aromatic aldehydes and furfurol in glacial acetic acid. It was shown that the amino group of 6-aminodeoxyvasicinone underwent acylation upon reaction with aldehydes to form 6-acetylamino-DOV, which reacted with aldehydes to form 9-arylidene derivatives. Carrying out this condensation in toluene, o-xylene, and ethanol produced a mixture of condensation products at the 6-amino- and alpha-CH(2)-groups. It was found that condensation of 3 with 4-nitrobenzaldehyde in pyridine formed exclusively the Schiff bases. Methods for preparing 6-nitrodeoxyvasicinone and for its reduction were improved.
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