Investigations on arylhydrazones of substituted glyoxylic acids
XII. Cyclization of the arylhydrazone of ethyl cyanoglyoxylate
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Abstract
The reaction of arylhydrazones of ethyl cyanoglyoxylate with hydroxylamine hydrochloride in aqueous ethanolic solution in the presence of sodium acetate at the boil has given 3-amino-4-arylazoisoxazol-5-ones. The reaction of arylhydrazones of ethy cyanoglyoxylate with hydroxylamine in the presence of sodium ethoxide in the cold has given arylhydrazones of the amide-oxime of ethyl mesoxalate. The action of acetic anhydride or aryl isothiocyanates on arylhydrazones of the amide oxime of ethyl mesoxalate has given arylhydrazones of the ethyl esters of 5′-substituted 1′,2′,4′-oxadiazolyl- or 1′,2′, 4′-thiadiazolylglyoxylic acids.
Keywords
Ester Ethyl Amide Hydrochloride Anhydride
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