HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[4-chloro-2-(2-naphthoylamino)phenyl]phthalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Naphthoyl chloride | HCID 75246 | — |
| Reactant | N-(2-amino-4-chlorophenyl)phthalimide | HCID 12650879 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-chloro-2-(2-naphthoylamino)phenyl]phthalimide | HCID 18615638 | 44.7% |
Reaction Steps
A reaction solution of N-(2-amino-4-chlorophenyl)phthalimide (0.5 g), triethylamine (0.28 g) and 2-naphthoyl chloride (0.35 g) in anhydrous tetrahydrofuran (50 ml) was heated at reflux temperature for 6 hr under nitrogen atmosphere. The resulting mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine (×2) and dried over anhydrous sodium sulfate. The solvent was removed and the residue was purified by column chromatography on silica gel using ethyl acetate-hexane (1:5) to give the title compound (0.35 g) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355799B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-bfa5a822283b4a3390a8762b53b8d166 |
| Source note | uspto-grants-2002_03 |