HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3,4,5,6-Tetrahydrophthalic anhydride | HCID 12475 | — |
| Reactant | Benzenamine, 4-chloro-2-fluoro-5-(1-methylethoxy)- | HCID 158649 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro- | HCID 158650 | 46.4% |
Reaction Steps
4-Chloro-2-fluoro-5-isopropoxyaniline (1.3 g) and 3,4,5,6-tetrahydrophthalic anhydride (1.12 g) were dissolved in acetic acid (10 ml) and refluxed for 3 hours. The resultant mixture was allowed to cool to room temperature and poured into water, followed by extraction with ether. The ether extract was washed with water, dried over anhydrous sodium sulfate and subjected to filtration. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography to obtain 1.0 g of N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (Compound No. 1). M.P., 81°-82° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05030761 |
| Source dataset | uspto-grants-1991_07 |
| ORD ID | ord-aea372cb8e8a4c5a96c6e47051805c7d |
| Source note | uspto-grants-1991_07 |