Studies on Synthesis of Coumarin Derivatives. XX. Synthesis and Antibacterial Activity of Derivatives of N-Substituted 3-Coumarincarboxamide

N-Substituted 6-nitro- and 7-nitro-3-coumarincarboxamides were prepared from these corresponding acids by the Schotten-Baumann reaction. N-(2-Pyridyl)-7-nitro-8-hydroxy-and N-(2-pyridyl)-7-nitro-8-methoxy-3-coumarincarboxamide were also prepared by the fusing of these ethyl esters and 2-aminopyridin...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1968/11/25, Vol.16(11), pp.2093-2100
Hauptverfasser: ICHIKAWA, MASATAKA, ICHIBAGASE, HISASHI
Format: Artikel
Sprache:eng
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Zusammenfassung:N-Substituted 6-nitro- and 7-nitro-3-coumarincarboxamides were prepared from these corresponding acids by the Schotten-Baumann reaction. N-(2-Pyridyl)-7-nitro-8-hydroxy-and N-(2-pyridyl)-7-nitro-8-methoxy-3-coumarincarboxamide were also prepared by the fusing of these ethyl esters and 2-aminopyridine. All of N-substituted nitro-3-coumarincarboxamides were derived to the corresponding N-substituted amino-3-coumarincarboxamides by a catalytic reduction and then the acetamido and the nitrofurfurylidene derivatives were finally prepared. Antibacterial tests of these derivatives on tubercle bacilli were carried out and some N-(2-pyridyl) amide and nitrofurfurylidene derivatives showed a strong activity.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.16.2093