Acetylene derivatives of heterocycles - 5. Some peculiarities in the synthesis of 4-ethynyl-3,5-dimethylpyrazole

M. S. Shvartsberg, S. F. Vasilevskii, R. Z. Sagdeev, I. L. Kotlyarevskii

Research output: Contribution to journalArticle

Abstract

1. A method was developed for the synthesis of 4-ethynyl-3,5-dimethylpyrazole from 4-acetyl-3,5-dimethylpyrazole. 2. The reaction of 4-acetyl-3,5-dimethylpyrazole with excess phosphorus pentachloride at elevated temperatures is anomalous and leads, in addition to replacement of the carbonyl oxygen by chlorine, to the replacement of hydrogen in the methyl group attached to the carbonyl group by chlorine. 3. On removal of hydrogen chloride with sodamide in liquid ammonia (3,5-dimethyl-4-pyrazolyl)-α,β-diehloroethylene gives a high yield of (3,5-dimethyl-4-pyrazolyl)-chloroacetylene.

Original languageEnglish
Pages (from-to)843-846
Number of pages4
JournalBulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume18
Issue number4
DOIs
Publication statusPublished - 1 Apr 1969
Externally publishedYes

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Acetylene
Chlorine
Derivatives
Hydrochloric Acid
Ammonia
Phosphorus
Hydrogen
Oxygen
Liquids
3,5-dimethylpyrazole
Temperature

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Acetylene derivatives of heterocycles - 5. Some peculiarities in the synthesis of 4-ethynyl-3,5-dimethylpyrazole. / Shvartsberg, M. S.; Vasilevskii, S. F.; Sagdeev, R. Z.; Kotlyarevskii, I. L.

In: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, Vol. 18, No. 4, 01.04.1969, p. 843-846.

Research output: Contribution to journalArticle

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