Reactions of some halocetylenes with sodium amide

Abstract

1. The action of sodium amide in ammonia on 4-chloroethynyl-N-alkylpyrazoles having a methyl group at position 5 leads to the formation of rearranged substitution products, i.e., the respective 5-(aminomethyl)-pyrazolylacetylenes. A suggestion is made about the mechanism of the reaction. 2. Under the same conditions 4-bromo- or 4-iodoethynyl-5-methylpyrazoles, like phenylchloroacetylene, exchange the halogen atom for sodium. At the same time a small amount of the aryl- or heteroarylacetonitrile is formed.

Original language	English
Pages (from-to)	2138-2141
Number of pages	4
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	25
Issue number	10
DOIs	https://doi.org/10.1007/BF02659534
Publication status	Published - 1 Oct 1976
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1007/BF02659534

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title = "Reactions of some halocetylenes with sodium amide",

abstract = "1. The action of sodium amide in ammonia on 4-chloroethynyl-N-alkylpyrazoles having a methyl group at position 5 leads to the formation of rearranged substitution products, i.e., the respective 5-(aminomethyl)-pyrazolylacetylenes. A suggestion is made about the mechanism of the reaction. 2. Under the same conditions 4-bromo- or 4-iodoethynyl-5-methylpyrazoles, like phenylchloroacetylene, exchange the halogen atom for sodium. At the same time a small amount of the aryl- or heteroarylacetonitrile is formed.",

author = "Shavartsberg, {M. S.} and Vasilevskii, {S. F.} and Sinyakov, {A. N.}",

year = "1976",

month = oct,

day = "1",

doi = "10.1007/BF02659534",

language = "English",

volume = "25",

pages = "2138--2141",

journal = "Russian Chemical Bulletin",

issn = "0568-5230",

publisher = "Consultants Bureau",

number = "10",

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TY - JOUR

T1 - Reactions of some halocetylenes with sodium amide

AU - Shavartsberg, M. S.

AU - Vasilevskii, S. F.

AU - Sinyakov, A. N.

PY - 1976/10/1

Y1 - 1976/10/1

N2 - 1. The action of sodium amide in ammonia on 4-chloroethynyl-N-alkylpyrazoles having a methyl group at position 5 leads to the formation of rearranged substitution products, i.e., the respective 5-(aminomethyl)-pyrazolylacetylenes. A suggestion is made about the mechanism of the reaction. 2. Under the same conditions 4-bromo- or 4-iodoethynyl-5-methylpyrazoles, like phenylchloroacetylene, exchange the halogen atom for sodium. At the same time a small amount of the aryl- or heteroarylacetonitrile is formed.

AB - 1. The action of sodium amide in ammonia on 4-chloroethynyl-N-alkylpyrazoles having a methyl group at position 5 leads to the formation of rearranged substitution products, i.e., the respective 5-(aminomethyl)-pyrazolylacetylenes. A suggestion is made about the mechanism of the reaction. 2. Under the same conditions 4-bromo- or 4-iodoethynyl-5-methylpyrazoles, like phenylchloroacetylene, exchange the halogen atom for sodium. At the same time a small amount of the aryl- or heteroarylacetonitrile is formed.

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U2 - 10.1007/BF02659534

DO - 10.1007/BF02659534

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SP - 2138

EP - 2141

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 0568-5230

IS - 10

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