S. Benvenuti et al., SYNTHESIS, CHARACTERIZATION, AND CRYSTALLOGRAPHIC ANALYSIS OF SOME BENZOIMIDAZOLE DERIVATIVES, Journal of heterocyclic chemistry, 32(5), 1995, pp. 1613-1619
A number of benzenesulfonyl derivatives of benzoimidazol-2-ylamine and
1-methyl-benzoimidazol-2-ylamine were synthesized, their synthesis re
actions under different experimental conditions being monitored by hpt
lc. The crystal and molecular structures of -dihydrobenzoimidazol-2-yl
idene)benzenesulfonamide (4) and ihydro-benzoimidazol-2-ylidene)-benze
nesulfonamide (7) were determined by X-ray diffraction analysis. The s
tructure of compound 4 is made up of two crystallographically independ
ent molecules and that of compound 7 of one molecule. In both cases, t
he structure contains the imido form of the molecules. There are stron
g conjugative effects between the imido groups and the imidazolic ring
s. Weak intramolecular C-H ... O hydrogen bonding interactions could i
nfluence the molecular conformations.