Abstract
Methylation and benzylation of 5 (or 6)-methyl benzimidazoles has been carried out under uniform conditions. The structures of the products obtained have been established by comparison with authentic samples prepared by unambiguous methods. The results obtained are explained on the basis of inductive effect of the methyl group and the relative basicity of the two nitrogen atoms.
Similar content being viewed by others
References
Fischer and Becker..Ber., 1902,35, 1258.
—— and Romer..J. Prakt. Chem., 1906,73, 419.
Fischer.. ——Ibid., 1907,75, 88.
Bamberger and Lorenzen..Ann., 1893,273, 283.
Phillips ..J. Chem. Soc., 1931, p. 1143.
Aliprandiet al...Chem. Abstr., 1962,56, 15500.
Rao and Ratnam ..J. Chem. Soc., 1959, p. 3087.
Porai-Koshitset al..J. Gen. Chem., 1947,17, 1768; 1949,19, 1945.
Reddy, Rao and Ratnam..Ind. J. Chem., 1963,1, 96.
Ingold..Structure and Mechanism in Organic Chemistry, Bell and Sons Ltd., London, 1953. Chap. 6, pp. 8 and 10.
Grimison, Ridd and Smith ..J. Chem. Soc., 1960, p. 1352.
Green and Day..J. Am. Chem. Soc., 1942,64, 1167.
Beavenet al...J. Pharm. Pharmacol., 1949,1, 975.
Fischer..Ber., 1889,22, 195.
Author information
Authors and Affiliations
Additional information
Part I: Rao and Ratnam,J. Chem. Soc., 1959, p. 3087.
Rights and permissions
About this article
Cite this article
Kondal Reddy, K., Subba Rao, N.V. Alkylation and aralkylation of N-heterocycles. Proc. Indian Acad. Sci. 70, 81–88 (1969). https://doi.org/10.1007/BF03046610
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF03046610