HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393602Generated: October 28, 2026
5-Amino-2-methylphenol → 4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride
https://huagongshe.com/reaction/393602
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Amino-2-methylphenol | HCID 17818 | — |
| Reactant | 4-Chloro-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride | HCID 22646653 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride | HCID 22646660 | 58% |
Reaction Steps
A mixture of 4-chloro-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride (250 mg, 0.82 mmol) and 3-hydroxy-4-methylaniline (123 mg, 1 mmol) in DMF (5 ml) was heated at 150° C. for 30 minutes. The mixture was diluted with isopropanol and the resulting solid collected by filtration and washed with isopropanol to give 4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride (168 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06809097B1 |
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| Source dataset | uspto-grants-2004_10 |
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| ORD ID | ord-2adbf1d78f3547b083dffdd3c11b2f8a |
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| Source note | uspto-grants-2004_10 |
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