SYNTHESIS OF AZOLES FROM 3-[(3-HYDRAZINO-3-OXOPROPYL)ANILINO]- AND 3-[(3-HYDRAZINO-3-OXOPROPYL)-4-METHYLANILINO]PROPANE HYDRAZIDES

Authors

  • И. Тумосене Kaunas University of Technology, Kaunas LT-50254
  • З. И. Бересневичюс Kaunas University of Technology, Kaunas LT-50254

DOI:

https://doi.org/10.1007/7395

Keywords:

hydrazides, 1, 3, 4-oxadiazoles, pyrazoles, 2, 4-triazoles, cyclization

Abstract

Condensation of 3-[(3-hydrazino-3-oxopropyl)anilino]- and 3-[(3-hydrazino-3-oxopropyl)-4-methyl-anilino]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.

How to Cite
Tumosiene, I.; Beresnevicius, Z. I.  Chem. Heterocycl. Compd. 2007, 43, 1148. [Khim. Geterotsikl. Soedin. 2007, 1353.]

For this article in the English edition see DOI 10.1007/s10593-007-0176-9

 

Published

2023-01-27

Issue

Section

Original Papers