HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoro-2-methylaniline → 3-Butyryl-4-(4-fluoro-2-methylphenylamino)-8-(2-methylthioethoxy)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoro-2-methylaniline | HCID 67982 | — |
| Reactant | 3-Butyryl-4-chloro-8-(2-methylthioethoxy)quinoline | HCID 54562429 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Butyryl-4-(4-fluoro-2-methylphenylamino)-8-(2-methylthioethoxy)quinoline | HCID 54418229 | 11.8% |
Reaction Steps
A mixture of 3-butyryl-4-chloro-8-(2-methylthioethoxy)quinoline (2.75 g, 8.2 mmol) and 4-fluoro-2-methylaniline (1.34 g, 10.7 mmol) in acetonitrile (20 ml) was refluxed for 8 h. The solution was cooled and 1.52 g crystallized product was filtered off. The filtrate was evaporated and chromatographed (SiO2 ; CH2Cl2 :MeOH 95:5) yielding 0.4 g of the desired product. Total yield: 1.92 g (57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05556863 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-670d0b1eddae43e2a8f3729c91151a9a |
| Source note | uspto-grants-1996_09 |