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Synthesis and reactions of 4-benzoyl-1,5-diaryl-1H-pyrazole-3-carbonyl chlorides with various semi- and thiosemicarbazides

✍ Scribed by Elif Korkusuz; Ismail Yıldırım


Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
97 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

magnified imageThe 1__H__‐pyrazole‐3‐carboxylic acids 2 were converted via reactions of their acid chlorides 3 with some semi‐ and thiosemicarbazide derivatives into the corresponding new phenylsemi‐ and thiosemicarbazides 4a, 4b, 4c, 4d, 4e, 6, 5‐(pyrazol‐3‐yl)‐4__H__‐1,2,4‐triazol‐3‐thiones 5a, 5b, and 2‐(pyrazol‐3‐yl)‐1,3,4‐thiadiazol 7 derivatives, in good yields (45‐97%, respectively). The reactions of 4a**,4c,**4e with Lawesson reagent lead to the products 6 and 7 formation. The structures of these newly synthesized compounds were determined from the IR, ^1^H‐ and ^13^C‐NMR spectroscopic data and elemental analyses. J. Heterocyclic Chem., (2010).


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## Abstract The 1__H__‐pyrazole‐3‐carboxylic acid 2 or its remarkably stable acid chloride 3 can easily be converted into the corresponding ester or amide derivatives 4 or 5, respectively, from reaction with alcohols or __N__‐nucleophiles. Pyrazolo[3,4‐__d__]pyridazines 6a,b are obtained from cyclo