Reaction of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with nicotinic hydrazide

The reaction of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with nicotinic hydrazide in ethanol as solvent produces 4-[(alkylsulfanyl)- methyl]-substituted 1-(pyridin-3-yl)carbonyl-1 H -pyrazoles, whereas 1-acyl-1 H -pyrazoles are formed in acetic, propanoic, or pentanoic acid solution. The reaction...

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Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2020-05, Vol.56 (5), p.548-554
Main Authors: Baeva, Larisa A., Nugumanov, Radik M., Gataullin, Rail R., Fatykhov, Akhnef А.
Format: Article
Language:English
Subjects:
Antagonists
Carbonyls
Chemistry
Chemistry and Materials Science
Ethanol
Niacin
Nicotinic acid
Organic Chemistry
Pharmacy
Progesterone
Substitutes
Zinc chloride
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description The reaction of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with nicotinic hydrazide in ethanol as solvent produces 4-[(alkylsulfanyl)- methyl]-substituted 1-(pyridin-3-yl)carbonyl-1 H -pyrazoles, whereas 1-acyl-1 H -pyrazoles are formed in acetic, propanoic, or pentanoic acid solution. The reaction in methanol in the presence of ZnCl 2 is accompanied by elimination of nicotinic acid and the formation of (alkylsulfanyl)methyl-substituted 1 H -pyrazoles.
doi_str_mv 10.1007/s10593-020-02698-1
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subjects Antagonists
Carbonyls
Chemistry
Chemistry and Materials Science
Ethanol
Niacin
Nicotinic acid
Organic Chemistry
Pharmacy
Progesterone
Substitutes
Zinc chloride
title Reaction of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with nicotinic hydrazide
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