EFFICIENT ONE-POT CONVERSION OF 6-METHYL-2-NITROANILINE INTO 1-ALKYLOXY-2-ALKYL-4-METHYL, 1-BENZYLOXY-2-PHENYL-4-METHYL, AND 1-ALLYLOXY-4-METHYL-2-VINYL-BENZIMIDAZOLE
Jm. Gardiner et Cr. Loyns, EFFICIENT ONE-POT CONVERSION OF 6-METHYL-2-NITROANILINE INTO 1-ALKYLOXY-2-ALKYL-4-METHYL, 1-BENZYLOXY-2-PHENYL-4-METHYL, AND 1-ALLYLOXY-4-METHYL-2-VINYL-BENZIMIDAZOLE, Synthetic communications, 25(6), 1995, pp. 819-827
6-Methyl-2-nitroaniline reacts with alkyl, benzyl and allyl halides an
d NaH as base, to afford 1-alkoxy-2-alkyl-, 1-benzyloxy-2-aryl- and 1-
allyloxy-2-vinyl-benzimidazoles in good to excellent yields (73-98%),
via a novel one-pot N-alkylation-heterocyclization-O-alkylation sequen
ce.