Studies on 3,5-pyrazolidinediones. IV. Addition of 4-Arylazo-3,5-pyrazolidinediones to Ethyl Acrylate
- 1 June 1973
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 46 (6) , 1830-1833
- https://doi.org/10.1246/bcsj.46.1830
Abstract
4-Arylazo-3,5-pyrazolidinediones (I) react with ethyl acrylate to yield the corresponding 1-β-ethoxycarbonylethyl derivatives (III), which were readily hydrolyzed into the acids IV. Compounds III and IV were found to react with acrylonitrile to yield the corresponding 1-substituted 2-β-cyanoethyl derivatives V and VI respectively. Whereas III and IV were recovered unchanged upon treatment with aniline or piperidine, the arylazomalonic acid dihydrazide (IX) were formed upon treatment of III or IV with hydrazine hydrate. 2-p-Chlorophenylazotetrahydropyrazolo[1,2-a]pyrazole-1,3,7-trione (XI) has been prepared by the action of phosphorus oxychloride on IVb. 3-Amino-4-phenylazo-2-pyrazolin-5-one (II) react with ethyl acrylate to yield the pyrazolo[1,5-a]pyrimidine derivative XII.Keywords
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