HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-6-nitro-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Chloro-4-fluoroaniline | HCID 9708 | — |
| Reactant | 4-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile | HCID 11011305 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-6-nitro-quinoline-3-carbonitrile | HCID 11058157 | 103.4% |
Reaction Steps
4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile (26.8 g 96.5 mmol) and 3-chloro-4-fluoroaniline 14.05 g 96.5 mmol) in 900 ml of iso-propanaol were refluxed under N2 for 3.5 hrs. TLC (ethyl acetate: hexane=1:1) showed no starting material left. After standing at room temperature overnight, the hydrochloride salt was filtered off and washed with isopropanol and ether giving 4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-6-nitro-quinoline-3-carbonitrile 38.6 g (95%) as a yellow hydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06384051B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-a30cebc15ed040bb8468573e525c1c09 |
| Source note | uspto-grants-2002_05 |