Reaction of chloromethyl derivatives of ethyl 3-(furyl)-3-(diethoxyphosphoryl)acrylates with sodium azide and potassium thiocyanate
- Autores: Pevzner L.1, Ponyaev A.1
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Afiliações:
- St. Petersburg Institute of Technology (Technical University)
- Edição: Volume 87, Nº 4 (2017)
- Páginas: 743-750
- Seção: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/219219
- DOI: https://doi.org/10.1134/S1070363217040132
- ID: 219219
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Resumo
Reaction of chloromethyl derivatives of ethyl 3-furyl-3(diethoxyphosphoryl)acrylates with sodium azide in acetonitrile in the presence of catalytic amount of potassium iodide proceeds with substitution of halogen with the azido group. The same chloromethyl derivatives react with potassium thiocyanate under analogous conditions to give a mixture of thiocyanates and isothiocyanates in (0.6–0.8) : 1 ratio save the case of ethyl 3-(3-chloromethylfur-2-yl)- and 3-(4-chloromethylfur-3-yl)acrylates when only thiocyanates are formed. Bromination of diethyl 5-methyl-2-furoyl phosphonate with N-bromosuccinimide afforded 5-bromomethyl-2-furoyl phosphonate. In the reaction with potassium thiocyanate it forms only thiocyanate.
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Sobre autores
L. Pevzner
St. Petersburg Institute of Technology (Technical University)
Autor responsável pela correspondência
Email: pevzner_lm@list.ru
Rússia, Moskovskii pr. 26, St. Petersburg, 190031
A. Ponyaev
St. Petersburg Institute of Technology (Technical University)
Email: pevzner_lm@list.ru
Rússia, Moskovskii pr. 26, St. Petersburg, 190031