Transformations of Peroxide Products of Non-1-ene Ozonolysis by the Action of Carboxylic Acid Hydrazides

The behavior of aliphatic (cyclohexanecarboxylic) and aromatic (salicylic and isonicotinic) carboxylic acid hydrazides toward peroxide products of ozonolysis of a terminal alkene, non-1-ene, in protic (methanol) and aprotic solvents (THF, methylene chloride) has been studied. These hydrazides are ca...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2021, Vol.57 (1), p.113-116
Main Authors: Myasoedova, Yu. V., Nurieva, E. R., Garifullina, L. R., Ishmuratova, N. M., Ishmuratov, G. Yu
Format: Article
Language:English
Subjects:
Acids
Carboxylic acids
Chemistry
Chemistry and Materials Science
Dichloromethane
Hydrazides
Hydrazones
Methanol
Octanoic acid
Organic Chemistry
Peroxides
Reducing agents
Salicylic acid
Solvents
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Summary:The behavior of aliphatic (cyclohexanecarboxylic) and aromatic (salicylic and isonicotinic) carboxylic acid hydrazides toward peroxide products of ozonolysis of a terminal alkene, non-1-ene, in protic (methanol) and aprotic solvents (THF, methylene chloride) has been studied. These hydrazides are capable of acting as reducing agents or decomposing intermediate peroxides. For the synthesis of N ′-octylidene isoniazid derivative, it is advisable to carry out the reaction in methanol, whereas the use of THF as solvent favors formation of N ′-octylidenecyclohexane-1-carbonydrazide. Salicylic acid hydrazide showed a low efficiency; in this case, mixtures of the corresponding hydrazone with octanoic acid or its methyl ester were formed in a low yield.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428021010164