HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Isoindole-1,3(2H)-dione, 2-(3-amino-4-chlorophenyl)- → Isopentyl 2-[(2-Chloro-5-phthalimidophenyl)amino]propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Isoindole-1,3(2H)-dione, 2-(3-amino-4-chlorophenyl)- | HCID 333812 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Isopentyl 2-bromopropanoate | HCID 522863 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Isopentyl 2-[(2-Chloro-5-phthalimidophenyl)amino]propionate | HCID 21467014 | 65.3% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 1.64 g of N-(3-amino-4-chlorophenyl)phthalimide, 2.68 g of isopentyl 2-bromopropionate, and 0.60 g of sodium hydrogencarbonate was heated at 150° C. for 5 hours while stirring. While the reaction mixture was hot, ethyl acetate was added thereto, and the reaction mixture was washed successively with water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate-hexane=1:8) to give 1.63 g of the title compound (Table 1, Compound No. 5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05696056 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-4525023e361d4c5783a70d8ef30c3b67 |
| Source note | uspto-grants-1997_12 |