HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-(Benzoxazol-2-yl)-1-(2-hydroxyethyl)-2-methylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethanimidic acid, methyl ester, hydrochloride (1:1) | HCID 10313100 | — |
| Reactant | 2-(2-(2-Hydroxyethyl)aminoanilin-5-yl)benzoxazole | HCID 67498884 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(Benzoxazol-2-yl)-1-(2-hydroxyethyl)-2-methylbenzimidazole | HCID 67498820 | 49% |
Reaction Steps
To a methanol (5 mL) solution of 2-(2-(2-hydroxyethyl)aminoanilin-5-yl)benzoxazole (see Working Example 88-1) (0.10 g, 0.4 mmol) was added methyl acetimidate hydrochloride (0.08 g, 0.7 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (0.05 g, 49% yield) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829035B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-4d905d6b96b34371953861aa49e991ae |
| Source note | uspto-grants-2014_09 |