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 | |
| Publication status | Published - 1 Oct 1976 |
| Externally published | Yes |
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ASJC Scopus subject areas
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Cite this
Reactions of some halocetylenes with sodium amide. / Shavartsberg, M. S.; Vasilevskii, S. F.; Sinyakov, A. N.
In: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, Vol. 25, No. 10, 01.10.1976, p. 2138-2141.Research output: Contribution to journal › Article
}
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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UR - http://www.scopus.com/inward/citedby.url?scp=51649174178&partnerID=8YFLogxK
U2 - 10.1007/BF02659534
DO - 10.1007/BF02659534
M3 - Article
VL - 25
SP - 2138
EP - 2141
JO - Russian Chemical Bulletin
JF - Russian Chemical Bulletin
SN - 0568-5230
IS - 10
ER -