Abstract
Reactions of 2,6-diisopropylaniline and its 4-bromo and 4-thiocyanato derivatives with methyl iodide in dimethylformamide in the presence of potassium carbonate gave exclusively the corresponding N,N-dimethyl-substituted products. Heating of 2,6-diisopropylaniline and 2,6-diisopropyl-4-thiocyanatoaniline with methyl iodide without a solvent afforded only N-methyl derivatives.
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Hassoon, S. and Neckers, D.C., J. Phys. Chem., 1995, vol. 99, p. 9416.
Schilling, M.L., Colvin, V.L., Dhar, L., Harris, A.L., Schilling, F.C., Katz, H.E., Wysocki, T., Hale, A., Blyler, L.L., and Boyd, C., Chem. Mater., 1999, vol. 11, p. 247.
Fedtke, M. and Gernhardt, M., J. Prakt. Chem., 1965, vol. 29, p. 259.
Wagner, E.R. and Allen, B.J., US Patent no. 4 062 975, 1978; Chem. Abstr., 1978, vol. 88, no. 89 382 p.
Kudryashova, N.I. and Khromov-Borisov, N.V., Zh. Obshch. Khim., 1961, vol. 31, p. 2263.
Verardo, G., Guimanini, A.G., and Strazzolini, P., Synth. Commun., 1994, vol. 24, p. 609.
Roberts, R.M. and Vogt, P.J., J. Am. Chtm. Soc., 1956, vol. 78, p. 4778.
Belfield, K.D., Ren, X., van Stryland, E.W., Hagan, D.J., Dubikovsky, V., and Miesak, E.J., J. Am. Chem. Soc., 2000, vol. 122, p. 1217.
Babin, S.A., Vasil’ev, E.V., Kovalevskii, V.I., Pen, E.F., Plekhanov, A.I., and Shelkovnikov, V.V., Avtometriya, 2003, vol. 39, no. 2, p. 57.
Gordon, A.J. and Ford, R.A., The Chemist’s Companion, New York: Wiley, 1972. Translated under the title Sputnik khimika, Moscow: Mir, 1976, p. 439.
Guimanini, A.G., Verardo, G., and Polana, M., J. Prakt. Chem., 1988, vol. 330, p. 161.
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Original Russian Text © E.F. Kolchina, N.V. Shekleina, V.V. Shelkovnikov, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 6, pp. 842–847.
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Kolchina, E.F., Shekleina, N.V. & Shelkovnikov, V.V. Synthesis and photoinitiating properties of N-substituted 2,6-diisopropylanilines. Russ J Org Chem 47, 855–861 (2011). https://doi.org/10.1134/S1070428011060042
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DOI: https://doi.org/10.1134/S1070428011060042