Journal
SYNTHETIC COMMUNICATIONS
Volume 44, Issue 10, Pages 1422-1429Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2012.721917
Keywords
triazolothiadiazine; pyrazole; Multicomponent reaction; pyrazolone
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Funding
- National Institute of Technology, Warangal, A.P., India
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A one-pot, multicomponent reaction of 3-(2-bromo acetyl)coumarins, 4-amino-5-hydrazino-4H-[1,2,4]triazole-3-thiol, and different derivatives of ethyl 2-(2-(aryl)hydrazono)-3-oxobutanoates provide an efficient and direct method for the synthesis of 4-(arylydrazono)-3-methyl-1-(6-(coumarin-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-1H-pyrazol-5(4H)-ones (4a-h). A similar methodology was also developed for the synthesis of pyrazolyl-triazolothiadiazines (9a-f) using acetyl acetone, 4-amino-5-hydrazino-4H-[1,2,4]triazole-3-thiol, and different derivatives of phenacylbromide. The resulting products were characterized by analytical and spectral data.
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