Electric Literature of 1849-01-0, A common heterocyclic compound, 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C8H8N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Scheme 15: (1264) (1265) To a THF solution (2 mL) of 15-1 (100 mg, 674 mumol) was added NaH (13.4 mg, 337 mumol) under Nitrogen atmosphere. The resultant solution was heated at 60oC for 30 minutes. To the hot reaction mixture was added a THF solution (2 mL) of 2-1 (64.7 mg, 337 mumol) drop wise and the heating was continued for another 5 hours to produce Compound 176. It was then cooled to room temperature, diluted with 20% IPA-DCM solution, washed with water and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Crude mass was purified by column chromatography (silica, gradient: 0-3% MeOH in DCM) to afford Compound 176 (3.5 mg, 13 mumol, 5%). 1H NMR (400 MHz, DMSO-d6) delta 11.10 (s, 1H), 7.19 (d, J = 7.6 Hz, 1H), 7.15- 7.01 (m, 3H), 5.38 (s, 1H), 3.25 (s, 3H), 2.90-2.87 (m, 1H), 2.72-2.50 (m, 2H), 2.07-2.05 (m, 1H). LC MS: ES+ 260.3.
The synthetic route of 1849-01-0 has been constantly updated, and we look forward to future research findings.