HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59497704, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-one | HCID 100278 | — |
| Reactant | Methyl 2-(bromomethyl)-3-nitrobenzoate | HCID 1487795 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59497704 | HCID 59497704 | 97.8% |
Reaction Steps
To a solution of 1-isopropenyl-2-benzimidazolidinone (200 mg, 1.1 mmol) in DMF (10 mL) were added methyl-2-bromomethyl-3-nitrobenzoate (472 mg, 1.7 mmol) and K2CO3 (317 mg, 2.3 mmol) at room temperature. The solution was heated to 80 C for 2 hours. The solution was cooled down and sat. NH4Cl solution was added. The solution was extracted with EtOAc. The combined organic layer was dried with MgSO4 and was filtered. The filtrate was concentrated and the residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent to afford the desirable product 2-(3-Isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-3-nitro-benzoic acid methyl ester (395 mg, 94%) as a pale yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150556B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-f095eeb613ca4efdbd90823418afdcac |
| Source note | uspto-grants-2015_10 |