SYNTHESIS AND REACTIONS OF 4-(ARYLHYDRAZINO)COUMARINS

被引：5
作者：
Strakova, I. [1 ]
Strakovs, A. [1 ]
Petrova, M. [2 ]
Belyakov, S. [2 ]
机构：
[1] Riga Tech Univ, LV-1048 Riga, Latvia
[2] Latvian Inst Organ Synth, LV-1006 Riga, Latvia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2009年 / 45卷 / 11期
关键词：
4-(arylhydrazino)coumarins; 1-aryl-3-(2-hydroxyphenyl)-2H-pyrazin-5-ones; aromatic aldehydes; 2,3-diaryl[1]benzopyrano[4,3-b]pyrazol-4-ones;
D O I：
10.1007/s10593-010-0428-y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The interaction of 4-hydroxycoumarin with phenyl-, 2-chlorophenyl- and 4-bromophenyhydrazine hydrochlorides in the presence of triethylamine led in all cases to the corresponding 4-(arylhydrazino)coumarins and 1-aryl-3-(2-hydroxyphenyl)-2H-pyrazolin-5-ones. 4-(Arylhydrazino)coumarins reacted with 4-chlorobenzaldehyde in the presence of piperidine acetate to give the corresponding 2-aryl-3-(4-chlorophenyl)[1]benzopyrano[4,3-b]pyrazol-4-ones. The reaction of 4-(4-bromophenylhydrazino)coumarin with 4-chlorobenzaldehyde in the presence of piperidine acetate and an excess of piperidine gave 2-(4-bromophenyl)-5-(4-chlorophenyl)-3-(2-hydroxyphenyl)-4-(piperidinocarbonyl)pyrazole, but the reaction of phenyl- and 4-(2-chlorophenylhydrazino)coumarins with 4-chlorobenzaldehyde gave 1-aryl-5-(4-chlorophenyl)-3-(2-hydroxyphenyl)-4-(1-piperidino)carbonyl-4,5-dihydropyrazoles.
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收藏
页码：1319 / 1324
页数：6
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