Sydnone Compounds. XX. The Synthesis and the Schmidt Reaction of 4‐Formyl‐3‐Arylsydnone
- 1 March 1983
- journal article
- research article
- Published by Wiley in Journal of the Chinese Chemical Society
- Vol. 30 (1) , 29-37
- https://doi.org/10.1002/jccs.198300005
Abstract
A convenient method to prepare 4‐formyl‐3‐arylsydone (I) from 3‐arylsydnone by the Vilsmeier reaction in moderate yields (30%‐76%) was carefully investigated.According to the Schmidt reaction, I reacts with sodium azide in concentrated sulfuric acid to produce 3‐arylsydnone‐4‐carboxamide (II). But 3‐arylsydnone‐4‐carhonitrile (III) is obtained, if dilute sulfuric acid was used instead.When III treates with concentrated sulfuric acid, II is obtained in good yield. The all possible reaction mechanisms are suggested.Keywords
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