Open AccessSynthesis and characterization of some 1,2,4-triazole-3(4h)-thiones obtained from intramolecular cyclization of new 1-(4-(4-x-phenylsulfonyl)benzoyl)-4-(4-iodophenyl)- thiosemicarbazides
Author(s) -
Olga Daniela Cretu,
Ştefania Felicia Bărbuceanu,
Gabriel Șaramet,
Constantin Drăghici
Publication year - 2010
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc091221122c
Subject(s) - chemistry , intramolecular force , benzoic acid , triazole , medicinal chemistry , carbon 13 nmr , 1,2,4 triazole , elemental analysis , proton nmr , sulfone , stereochemistry , organic chemistry
This paper presents new heterocyclic compounds from the class of 1,2,4-triazole-3(4H)-thione which were obtained by intramolecular cyclization, in basic media of the some acylthiosemicarbazides containing diphenylsulfone moieties. The new 1-(4-(4-X-phenylsulfonyl)benzoyl)-4- (4-iodophenyl)-thiosemicarbazides (7a-c) were obtained by the reaction of 4-(4-X-phenylsulfonyl)-benzoic acid hydrazides (6a-c) (X=H, Cl or Br) with 4-iodophenylisothiocyanate. The cyclization of the acylthiosemicarbazides 7a-c in the presence of an 8 % NaOH solution resulted in the formation of the new 5-(4-(4-X-phenylsulfonyl)phenyl)-4-(4-iodophenyl)-2H-1,2,4-triazole-3(4H)-thiones (8a-c). The structures of the newly synthesized compounds were elucidated by spectral methods (IR, UV-Vis, 1H-NMR, 13C-NMR and MS spectroscopy) and elemental analysis