Journal
RUSSIAN CHEMICAL BULLETIN
Volume 61, Issue 1, Pages 121-130Publisher
SPRINGER
DOI: 10.1007/s11172-012-0017-6
Keywords
furazan; triazole; tetrazine; triazolo[4,3-b]-s-tetrazine; cyclocondensation; nucleophilic substitution; solvent effects; X-ray diffraction analysis
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Funding
- Division of Chemistry and Material Sciences of the Russian Academy of Sciences [OKhNM-04, PRAN-7]
- Russian Foundation for Basic Research [09-03-12230]
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Furazancarboxylic hydrazides can serve as nucleophiles to substitute for one dimethylpyrazole fragment in bis(3,5-dimethylpyrazol-1-yl)-s-tetrazine, giving the corresponding N'-[6-(3,5-dimethylpyrazol-1-yl)-s-tetrazin-3-yl]-4-R-furazan-3-carbohydrazides in good yields. Dehydration of the indicated carbohydrazides in polyphosphoric acid for the first time gave rise to [1,2,4]triazolo[4,3-b]-s-tetrazines containing the furazan ring as a substituent at the triazole ring.
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