Abstract
Alkylation of 1-aryl-4,5-dihydro-1H-tetrazol-5-ones and 1-phenyl-4,5-dihydro-1H-tetrazole-5-thione with tetrakis(2-chloroacetoxymethyl)methane in boiling acetonitrile in the presence of potassium bromide and triethylamine gives tetrakis[2-(4-aryl-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)acetoxymethyl]-methanes and tetrakis[2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)acetoxymethyl]methane, respectively. The alkylation process is considerably accelerated under microwave irradiation.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Nikulin, V.V., Artamonova, T.V., and Koldobskii, G.I., Russ. J. Org. Chem., 2005, vol. 41, p. 444.
Artamonova, T.V., Zatsepina, M.V., and Koldobskii, G.I., Russ. J. Org. Chem., 2004, vol. 40, p. 1318.
Poplavskaya, Yu.V., Alam, L.V., and Koldobskii, G.I., Russ. J. Org. Chem., 2000, vol. 36, p. 1793.
Gol’tsberg, M.A. and Koldobskii, G.I., Russ. J. Org. Chem., 1996, vol. 32, p. 1194.
Xu, Y. and Guo, Q.-X., Heterocycles, 2004, vol. 63, p. 903.
Kuznetsov, D.V., Raev, V.A., Kuranov, G.L., Arapov, O.V., and Kostikov, R.R., Russ. J. Org. Chem., 2005, vol. 41, p. 1719.
McCasland, G.E. and Smith, D.A., J. Am. Chem. Soc., 1952, vol. 74, p. 564.
Author information
Authors and Affiliations
Additional information
Original Russian Text © M.V. Zatsepina, T.V. Artamonova, G.I. Koldobskii, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 7, pp. 1073–1075.
For communication XLVIII, see [1].
Rights and permissions
About this article
Cite this article
Zatsepina, M.V., Artamonova, T.V. & Koldobskii, G.I. Tetrazoles: XLIX. Alkylation of tetrazoles with tetrakis(chloroacetoxymethyl)methane. Russ J Org Chem 42, 1056–1058 (2006). https://doi.org/10.1134/S1070428006070220
Received:
Issue Date:
DOI: https://doi.org/10.1134/S1070428006070220