HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 6-Methoxy-1-methyl-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Benzenamine, 5-methoxy-N-methyl-2-nitro- | HCID 153056 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 6-Methoxy-1-methyl-1H-benzimidazole | HCID 11805075 | 60% |
Reaction Steps
To a solution (200 mL) of 5-methoxy-N-methyl-2-nitroaniline (6.30 g) synthesized above in methanol was added 10% palladium/carbon (1.00 g) and the mixture was stirred under hydrogen atmosphere overnight at room temperature. Palladium/carbon was filtered off, and the filtrate was concentrated. A solution (150 mL) of the residue in formic acid was stirred overnight with heating under reflux, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (25% ethyl acetate/petroleum ether) to give the title object compound (4.07 g, 60%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-e976256f9a7d470ea1c73ae16c17e53b |
| Source note | uspto-grants-2013_05 |