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ChemicalBook CAS DataBase List ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-1-carboxylate
41120-23-4

ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-1-carboxylate synthesis

3synthesis methods
-

Yield:41120-23-4 100%

Reaction Conditions:

with potassium carbonate in acetonitrile; for 2 h;Heating / reflux;

Steps:



Ethyl 2-oxo-2,3-dihydrobenzimidazole-1 -carboxylate (IV); A mixture of 11.0 g (39.5 mmol) of diethyl 2-oxobenzimidazole-1 ,3-dicarboxylate (III), 5.30 g (39.5 mmol) of 2-hydroxybenzimidazole and 6.55 g (47.4 mmol) of potassium carbonate in acetonitrile (200 ml) was heated under reflux with vigorous stirring for 2 h. Most of the solvent was then removed in vacuo, and the residue was mixed with 150 ml of 1 N hydrochloric acid. The solid residue was filtered, washed with water, dried in vacuo and recrystallized from toluene. Yield: 16.7 g (100%) of pale brown solid1H-NMR (DMSO-de): 1.35 (t, 7.1 Hz, 3H), 4.41 (q, 7.1 Hz, 2H), 7.01 (d, 8.3 Hz, 1 H), 7.21 (dd, 8.4 Hz, 1.9 Hz, 1 H), 7.69 (d, 1.9 Hz, 1 H), 1 1.4 (bs, 1 H). MS (API-ES,pos) m/z = 207 [M+H]+

References:

WO2008/25736,2008,A1 Location in patent:Page/Page column 60-61