Rr. Mohanty et al., PTC BASED N-METHYLATION OF SOME IMIDAZOLYL NON-FUSED BIHETEROCYCLES, Indian Journal of Heterocyclic Chemistry, 5(2), 1995, pp. 149-150
The syntheses of 1,1'-dimethyl 2,2'-biimidazole (1), 1-methyl 2-(2'-py
ridyl) benzimidazole (2) and 1,1'-dimethyl 2,2' bibenzimidazole (3) ha
ve been achieved by following a general PTC based methylation reaction
of the corresponding unsubstituted analogues with dimethyl sulphate i
n presence of an intermediate lipophilic phase transfer catalyst, tetr
abutyl ammonium bromide (TBAB). The method has been found to be superi
or to the earlier methods in terms of yield, simplicity, mild conditio
ns and exclusive formation of N-methylated derivatives. The compounds
have been characterised by UV, IR, H-1 & C-13 NMR and mass spectral st
udies.