Recyclization of 2-Aryl-4-cyano-5-hydrazinooxazoles View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2001-02

AUTHORS

S. G. Pil'o, V. S. Brovarets, T. K. Vinogradova, A. N. Chernega, B. S. Drach

ABSTRACT

The available 2-benzoylamino-3,3-dichloroacrylonitrile and its analogs when treated with excess hydrazine hydrate convert to 2-aryl-4-cyano-5-hydrazinooxazoles. The products are fairly stable in usual conditions but undergo recyclization on heating in acetic acid to give previously unknown derivatives of 2-methyl-1,3,4-oxadiazole with a 5-acylamino(carbamoyl)methyl substituent, whose structure was established by spectroscopy and X-ray diffraction. An important role in this complex transformation is probably played by prototropic forms of 4-cyano-5-hydrazinooxazoles, viz. hydrazones of substituted 2-oxazolin-5-ones which are not aromatic and thus can be cleaved with acetic acid and then recyclize. More... »

PAGES

280-285

Identifiers

URI

http://scigraph.springernature.com/pub.10.1023/a:1012315925344

DOI

http://dx.doi.org/10.1023/a:1012315925344

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1032631105


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