ChemInform Abstract: Quinone Imine Route to Benzimidazol-2-ylcarbamates. Part 1. Synthesis of Openchain and Cyclic 5-Acylamino Derivatives.
Abstract
Acylation of the nitroanilines (I) followed by reduction of the nitro group yields the amides (III), which are treated with the S-methylthiourea (IV) to give the guanidines (Va)-(Vf), whereas the guanidines (Vg) and (Vh) are obtained from the diamino compounds (VI) in 2 steps (no yields given).
ChemInform Abstract
Acylation of the nitroanilines (I) followed by reduction of the nitro group yields the amides (III), which are treated with the S-methylthiourea (IV) to give the guanidines (Va)-(Vf), whereas the guanidines (Vg) and (Vh) are obtained from the diamino compounds (VI) in 2 steps (no yields given). Oxidative cyclization of (V) leads to the benzimidazoles (VII) or 92 (VIII), depending on the nature and position of substituents. The cyclization of the guanidines (IX) affords the tricyclic compounds (X) and/or (XI); the product ratios are determined by the size of the hetero ring in (IX).
