Synthesis and properties of 3-alkyl(aryl)-5-(dimethylaminomethyl)pyrazoles

The condensation of 3,4-bis(dimethylamino)but-2-en-1-ones with hydrazine hydrate gave 3-alkyl-(aryl)-5-(dimethylaminomethyl)-1 H -pyrazoles which reacted with acetyl and chloroacetyl chlorides to produce 3-alkyl(aryl)-1-acetyl- and 3-alkyl(aryl)-1-(chloroacetyl)-5-(dimethylaminomethyl)-1 H -pyrazole...

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Bibliographic Details
Published inRussian journal of organic chemistry Vol. 51; no. 4; pp. 530 - 533
Main Authors Gadzhily, R. A., Dikusar, E. A., Aliev, A. G., Karaeva, A. R., Nagieva, Sh. F., Potkin, V. I.
Format Journal Article
LanguageEnglish
Published Moscow Pleiades Publishing 01.04.2015
Springer Nature
Subjects
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Organic Chemistry
Physical Sciences
Science & Technology
Chloroacetyl
Anhydrous Diethyl Ether
Hydrazine Hydrate
Ethanone
Pyrazole
PYRAZOLES
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Summary:The condensation of 3,4-bis(dimethylamino)but-2-en-1-ones with hydrazine hydrate gave 3-alkyl-(aryl)-5-(dimethylaminomethyl)-1 H -pyrazoles which reacted with acetyl and chloroacetyl chlorides to produce 3-alkyl(aryl)-1-acetyl- and 3-alkyl(aryl)-1-(chloroacetyl)-5-(dimethylaminomethyl)-1 H -pyrazoles. 3-Alkyl(aryl)-1-(chloroacetyl)-5-(dimethylaminomethyl)-1 H -pyrazoles were converted into 3-alkyl(aryl)-1-(aminoacetyl)-5-(dimethylaminomethyl)-1 H -pyrazoles by treatment with secondary amines.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428015040120