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Studies of stereochemistry of 3-(arylhydrazono)furan-2(3Н)-ones, synthesis of 4-(arylhydrazono)pyridazin-3(1Н)-ones

Оксана А. Майорова, Наталья В. Бабкина, Алевтина Ю. Егорова
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Abstract


The structural characteristics of 5-aryl-3-(arylhydrazono)furan-2(3Н)-ones accessed via azocoupling of furan-2(3Н)-ones with aryldiazonium salts were established by NMR spectroscopy (including two-dimensional NMR experiments 1H–13C HMQC, 1H–15N HMQC, 1H–13C HMBC, NOE) and X-ray structural analysis techniques. The reaction of synthesized compounds with hydrazine leading to the formation of six-membered heterocycles, hydrazono-substituted 4,5-dihydropyridazin-3(2Н)-ones, was studied.

How to Cite
Maiorova, O. A.; Babkina, N. V.; Egorova, A. Yu. Chem. Heterocycl. Compd. 2015, 51, 514. [Khim. Geterotsikl. Soedin. 2015, 51, 514.]

For this article in the English edition see DOI 10.1007/s10593-015-1730-5

 


Keywords


4-(arylhydrazono)-4,5-dihydropyridazin-3(2Н)-one; 3-(arylhydrazono)furan-2(3Н)-one; azo-hydrazone tautomerism; Z/E-isomers; NMR spectroscopy

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