HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-2-methylphenol → 7-Benzyloxy-4-(3-hydroxy-4-methylanilino)-6-methoxyquinoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-2-methylphenol | HCID 17818 | — |
| Reactant | 7-Benzyloxy-4-chloro-6-methoxyquinoline hydrochloride | HCID 22646561 | — |
| Solvent | Glycol monoethyl ether | HCID 8076 | — |
| Product | 7-Benzyloxy-4-(3-hydroxy-4-methylanilino)-6-methoxyquinoline hydrochloride | HCID 22646613 | 61.5% |
Reaction Steps
A solution of 3-hydroxy-4-methylaniline (68 mg, 0.55 mmol) and 7-benzyloxy-4-chloro-6-methoxyquinoline hydrochloride (168 mg, 0.5 mmol), (prepared as described for the starting material in Example 3), in 2-ethoxyethanol (5 ml) was heated at reflux for 1 hour. The mixture was allowed to cool, the precipitate collected by filtration, washed with 2-ethoxyethanol and then ether and dried under vacuum to give 7-benzyloxy-4-(3-hydroxy-4-methylanilino)-6-methoxyquinoline hydrochloride (130 mg, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809097B1 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-07d404dbdd944089afcd2433765768df |
| Source note | uspto-grants-2004_10 |