Abstract
A number of nitrogen heterocycles reacted with 4-methoxy-3-nitrobenzyl chloride in dimethyl-formamide in the presence of potassium carbonate to give the corresponding N-(4-methoxy-3-nitrobenzyl) derivatives. The reaction of 5-fluoro-1,3-bis(4-methoxy-3-nitrobenzyl)pyrimidine-2,4(1H,3H)-dione with aqueous methylamine afforded N,N′-bis(4-methylamino-3-nitrobenzyl)urea, whereas analogous reaction with 1-(4-methoxy-3-nitrobenzyl)-2-(methylsulfanyl)-1H-benzimidazole resulted in substitution of the methoxy group by methylamino.
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Shmidt, M.S., Reverdito, A.M., Kremenchuzky, L., Perillo, I.A., and Blanco, M.M., Molecules, 2008, vol. 13, p. 831.
Walia, R., Hedaitullah, Md., Naaz, S.F., Iqbal, K., and Lamba, H.S., Int. J. Res. Pharm. Chem., 2011, vol. 1, p. 565.
Arutyunyan, A.A., Mamyan, S.S., Stepanyan, G.M., and Paronikyan, R.V., Pharm. Chem. J., 2013, vol. 47, no. 6, p. 303.
Arutyunyan, A.A., Khim. Zh. Arm., 2012, vol. 6, no. 3, p. 317.
Melik-Ogandzhanyan, R.G., Khachatryan, V.E., Avoyan, R.S., Okhikyan, V.M., and Papoyan, S.A., Khimioter. Opukholei SSSR, 1979, no. 27, p. 108.
Harutyunyan, A.A., Russ. J. Org. Chem., 2014, vol. 50, p. 94.
Beilsteins Handb. Org. Chem., H, vol. 6, p. 218.
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Original Russian Text © A.A. Harutyunyan, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 1, pp. 83–86.
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Harutyunyan, A.A. N-(4-methoxy-3-nitrobenzyl) derivatives of some nitrogen-containing heterocycles. Russ J Org Chem 52, 76–79 (2016). https://doi.org/10.1134/S1070428016010140
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DOI: https://doi.org/10.1134/S1070428016010140