synthesis of some new 4,5-substituted-4h-1,2,4-triazole-3-thiol derivatives合成一些新的4,5-substituted-4h-1 2 4-triazole-3-thiol衍生品.pdfVIP

Molecules 2004, 9, 204-212 molecules ISSN 1420-3049 Synthesis of Some New 4,5-Substituted-4H-1,2,4-triazole-3-thiol Derivatives A. Cansız, M. Koparır * and A. Demirdağ Department of Chemistry, Faculty of Science, Fırat University, 23119, Elazığ, Turkey. *Author to whom correspondence should be addressed; e-mail: mkoparir@ Received: 11 July 2003; in revised form: 9 February 2004 / Accepted: 2 March 2004 / Published: 31 March 2004 Abstract: In this study appropriate hydrazide compounds, furan-2-carboxylic acid hydrazide (1) and phenylacetic acid hydrazide (2) were converted into 1,4-substituted thiosemicarbazides 4a-e and 5a-e and 4-amino-5-(furan-2-yl or benzyl)-4H-1,2,4-triazole- 3-thiols 7 and 10. The 1,4-substituted thiosemicarbazides were then converted into 5-(furan-2-yl or benzyl)-4-(aryl)-4H-1,2,4-triazole-3-thiols 8a-e and 9a-e. In addition, the azomethines 11a-d and 12a-d were prepared from the corresponding arylaldehydes and the 4-amino-5-(furan-2-yl or benzyl)-4H-1,2,4-triazole-3-thiols 7 and 10. The structures of all the synthesized compounds were confirmed by elemental analyses, IR, 1H-NMR and 13 C-NMR spectra. Keywords: 4H-1,2,4-triazole-3-thiols; azomethines; thiosemicarbazides. Introduction Derivatives of 1,2,4-triazole are known to exhibit anti-inflammatory [1,2], antiviral [3], analgesic [4], antimicrobial [5-7], anticonvulsant [8] and antidepressant activity [9], the latter being usually explored by the forced swim test [10,11]. Among the pharmacological profile