HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-4-methoxyaniline → 1-(4-Methoxy-2-methylphenyl)-4-methyl-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-4-methoxyaniline | HCID 7610 | — |
| Reactant | 2-Methyl-3-(2-chloroethyl)-4-chloro-8-methoxyquinoline hydrochloride | HCID 67905764 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 1-(4-Methoxy-2-methylphenyl)-4-methyl-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinoline | HCID 44366637 | 18.9% |
Reaction Steps
A mixture of 2-methyl-3-(2-chloroethyl)-4-chloro-8-methoxyquinoline hydrochloride (15.33 g, 50 mmol), 4-methoxy-2-methylaniline (9.0 ml. 70 mmol) and 2-propanol (200 ml) was heated at reflux for 2 days, then evaporated. The crude product was triturated with ether then recrystallised twice from aqueous ethanol to give the title compound (3.16g), m.p. 163°-167°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05051508 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-a0006b186ff041ef9e89de2aa2072fda |
| Source note | uspto-grants-1991_09 |