HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphosgene → 2-(5,7-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-N,N-dimethylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | N2-(2-Amino-4,6-dimethylphenyl)-N1,N1-dimethylglycinamide | HCID 68997231 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(5,7-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-N,N-dimethylacetamide | HCID 57457193 | — |
Reaction Steps
To a solution of N2-(2-amino-4,6-dimethylphenyl)-N1,N1-dimethylglycinamide from Step B (930 mg, 4.20 mmol) in CH3CN (20 mL) at 0° C. was added triphosgene (1.25 g, 4.20 mmol). The reaction mixture was stirred for 1 h, then quenched with H2O (50 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH—100:0 to 95:5, to give the title compound. MS: m/z=248 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071771B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-0e6ca5b56e5a4098bc9737d59da3a605 |
| Source note | uspto-grants-2011_12 |