HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-Amino-4-trifluoromethyl-2-quinolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | M-Phenylenediamine | HCID 7935 | — |
| Reactant | Ethyl 4,4,4-trifluoroacetoacetate | HCID 67793 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-Amino-4-trifluoromethyl-2-quinolinone | HCID 194069 | 31.4% |
Reaction Steps
m-Phenylenediamine (28.84 g, 0.26 mole), ethyl trifluoroacetoacetate (49.12 g, 0.26 mole), and ZnCl2 (44 g) were refluxed in 280 ml ethanol containing 10 ml isopropanol for 18 hours. The reaction mixture was poured into 1600 ml iced water containing 10 ml. conc. HCl and let stand at room temperature 2 hours. The solid was filtered, washed with water and air dried. The product was recrystallized from 800 ml boiling ethanol to give 18.63 g (31%) 7-amino-4-trifluoromethylquinolone (AFQ).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04505852 |
| Source dataset | uspto-grants-1985_03 |
| ORD ID | ord-124656f26e7945ab834160af1a6d8a83 |
| Source note | uspto-grants-1985_03 |