Synthesis of azoles from 3-[(3-hydrazino-3-oxopropyl)anilino]-and 3-[(3-hydrazino-3-oxopropyl)-4-methylanilino]propane hydrazides |
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Authors: | I Tumosiene Z I Beresnevicius |
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Institution: | (1) Kaunas University of Technology, Kaunas, LT-50254, Lithuania |
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Abstract: | Condensation of 3-(3-hydrazino-3-oxopropyl)anilino]-and 3-(3-hydrazino-3-oxopropyl)-4-methylanilino]propane hydrazides with
2,4-pentanedione, phenyl isocyanate or phenyl isothiocyanate (with subsequent work up of the semicarbazides obtained by base),
and carbon disulfide gave respectively: 1-(3,5-dimethyl-1H-1-pyrazolyl)-3-3-(3,5-dimethyl-1H-1-pyrazolyl)-3-oxopropylanilino]-1-propanone,
3-(2-{2-(5-oxo-4-phenyl-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethyl]anilino}ethyl)-4-phenyl-4,5-dihydro-1H-1,2,4-triazol-5-one
and its thio analog, and 5-(2-{2-(2-thioxo-2,3-dihydro-1,3,4-oxadiazol-5-yl)ethyl]anilino}ethyl)-2,3-dihydro-1,3,4-oxadiazole-2(3H)-thione
plus their methyl derivatives.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1353–1358, September, 2007. |
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Keywords: | hydrazides 1 3 4-oxadiazoles pyrazoles 1 2 4-triazoles cyclization |
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