On December 5, 2018, Su, Feng; Sun, Ziqing; Su, Weike; Liang, Xianrui published an article.Related Products of 73590-85-9 The title of the article was NMR investigation and theoretical calculations on the tautomerism of benzimidazole compounds. And the article contained the following:
The tautomerism of three benzimidazole compounds: Omeprazole sulfide, 1, (R)-Lansoprazole, 2, and Omeprazole sulfone, 3 were investigated by NMR with the effect of variant solvents and temperature The dielec. constant of the medium and the ability of solvents to form hydrogen bond with the tautomer had a profound effect on the tautomeric equilibration. The chem. shifts and resonance lines of compounds 1-3 differed greatly in different solvent system mainly due to intra- and intermol. hydrogen bonds. Variable temperature-NMR (VT-NMR) experiments showed that at 203 K the two tautomers of compound 1 were separated and determined to be 6:4 and those of compound 3 be 7:3. In contrast, compound 2 presented only one tautomer at the same temperature while the tautomerism was observed again with temperature increasing. The free energy of activation of the tautomeric interchange of compounds 1-3 were 13.77 kcal/mol, 13.47 kcal/mol and 13.06 kcal/mol, resp. D. function theory (DFT) calculations results showed the tautomers of compound 2 had higher energy differences among the three compounds demonstrating only one preferred conformation existed at 203 K. The preferred conformations of compounds 1 and 3 were also given. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Related Products of 73590-85-9
The Article related to omeprazole sulfide sulfone lansoprazole tautomerism hydrogen bond nmr, Physical Organic Chemistry: Rearrangements, Including Isomerization and Tautomerization and other aspects.Related Products of 73590-85-9
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem