3,5-Di(hydroxyorganyl)pyrazoles

A. S. Medvedeva; M. M. Demina; I. D. Kalikhman; M. G. Voronkov

doi:10.1007/BF00470350

3,5-Di(hydroxyorganyl)pyrazoles

A. S. Medvedeva, M. M. Demina, I. D. Kalikhman, M. G. Voronkov

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Abstract

The reaction of primary-tertiary and secondary-tertiary aliphatic diacetylenic ζ-glycols with hydrazine hydrate leads to the formation of isomeric 3,5-di(hydroxyalkyl)pyrazoles in which the pyrazole ring is present both in the α and in the β position to the tertiary carbon atom to which the hydroxy group is attached. The structure of the hydrocarbon substituents connected with this atom substantially affects the ratio of the α and β isomers. The addition of hydrazine hydrate to aliphatic glycols and their monoethers is accompanied by the formation of individual β-(hydroxyalkyl)pyrazoles.

Original language	English
Pages (from-to)	1393-1396
Number of pages	4
Journal	Chemistry of Heterocyclic Compounds
Volume	9
Issue number	11
DOIs	https://doi.org/10.1007/BF00470350
State	Published - 1 Nov 1973
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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title = "3,5-Di(hydroxyorganyl)pyrazoles",

abstract = "The reaction of primary-tertiary and secondary-tertiary aliphatic diacetylenic ζ-glycols with hydrazine hydrate leads to the formation of isomeric 3,5-di(hydroxyalkyl)pyrazoles in which the pyrazole ring is present both in the α and in the β position to the tertiary carbon atom to which the hydroxy group is attached. The structure of the hydrocarbon substituents connected with this atom substantially affects the ratio of the α and β isomers. The addition of hydrazine hydrate to aliphatic glycols and their monoethers is accompanied by the formation of individual β-(hydroxyalkyl)pyrazoles.",

author = "Medvedeva, {A. S.} and Demina, {M. M.} and Kalikhman, {I. D.} and Voronkov, {M. G.}",

year = "1973",

month = nov,

day = "1",

doi = "10.1007/BF00470350",

language = "English",

volume = "9",

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journal = "Chemistry of Heterocyclic Compounds",

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TY - JOUR

T1 - 3,5-Di(hydroxyorganyl)pyrazoles

AU - Medvedeva, A. S.

AU - Demina, M. M.

AU - Kalikhman, I. D.

AU - Voronkov, M. G.

PY - 1973/11/1

Y1 - 1973/11/1

N2 - The reaction of primary-tertiary and secondary-tertiary aliphatic diacetylenic ζ-glycols with hydrazine hydrate leads to the formation of isomeric 3,5-di(hydroxyalkyl)pyrazoles in which the pyrazole ring is present both in the α and in the β position to the tertiary carbon atom to which the hydroxy group is attached. The structure of the hydrocarbon substituents connected with this atom substantially affects the ratio of the α and β isomers. The addition of hydrazine hydrate to aliphatic glycols and their monoethers is accompanied by the formation of individual β-(hydroxyalkyl)pyrazoles.

AB - The reaction of primary-tertiary and secondary-tertiary aliphatic diacetylenic ζ-glycols with hydrazine hydrate leads to the formation of isomeric 3,5-di(hydroxyalkyl)pyrazoles in which the pyrazole ring is present both in the α and in the β position to the tertiary carbon atom to which the hydroxy group is attached. The structure of the hydrocarbon substituents connected with this atom substantially affects the ratio of the α and β isomers. The addition of hydrazine hydrate to aliphatic glycols and their monoethers is accompanied by the formation of individual β-(hydroxyalkyl)pyrazoles.

UR - http://www.scopus.com/inward/record.url?scp=34250407996&partnerID=8YFLogxK

U2 - 10.1007/BF00470350

DO - 10.1007/BF00470350

M3 - Article

AN - SCOPUS:34250407996

SN - 0009-3122

VL - 9

SP - 1393

EP - 1396

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 11

ER -

3,5-Di(hydroxyorganyl)pyrazoles

Abstract

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