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Phenacyl esters of acetic acid derivatives and their application for the synthesis of 2-oxo-4-phenyl-5-(phenylhydrazono)-2,5-dihydro-furan-3-derivatives

✍ Scribed by Jan Hlaváč; Pavel Hradil; Radek Mělnický; Lubomír Kvapil; Petr Šlézar; Martin Grepl——; Pavel Hradil; Antonín Lyčka; Martin Grepl


Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
437 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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Coupling of various substituted phenacyl acetates 1 and diazonium salts 3 was studied. If the phenacyl acetates were substituted by an electronaceptor group such as CN or COOEt 3‐substituted phenyl‐5‐(phenyl‐hydrazono)‐5__H__‐furan‐2‐ones 4 were formed. Also synthesis of aza and diaza analogs is described. The compounds were characterized using MS and NMR spectroscopy.


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## Abstract An unexpected compound (5‐amino‐4‐cyano‐2,3‐dihydrofuran‐2,3‐disulfonic acid disodium salt, **4**) was isolated from the reaction of glyoxale bis hydrogen sulfite disodium salt with malononitrile. Its structure was undoubtly identified through crystal structure analysis. Compound **4**