HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-2-methoxy-6-methylaniline → 7-Bromo-N-(4-chloro-2-methoxy-6-methylphenyl)-1-methyl-1H-benzimidazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-2-methoxy-6-methylaniline | HCID 59191972 | — |
| Reactant | 7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one | HCID 59635470 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 7-Bromo-N-(4-chloro-2-methoxy-6-methylphenyl)-1-methyl-1H-benzimidazol-2-amine | HCID 67272881 | 85% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a mixture of 7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one 2.32 g (9.69 mmol) and 4-chloro-2-methoxy-6-methylaniline 4.98 g (29.1 mmol) in 0.5 mL of N-methyl-2-pyrrolidone was heated at 110° C. for 2 days. The reaction was cooled to room temperature and diluted with dichloromethane. The mixture was washed with sodium bicarbonate and water, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was triturated with ethyl acetate/hexane (1:1) to give 3.13 g (8.23 mmol, 85%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163935B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-36d63c97986b4ce3bc5c281d2e673b11 |
| Source note | uspto-grants-2012_04 |