HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isatoic Anhydride → 2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isatoic Anhydride | HCID 8359 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-Chlorophenyl)ethylamine | HCID 97803 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamide | HCID 17443513 | 14% |
Reaction Steps
To a mixture of isatoic anhydride (500 mg, 3.07 mmol) and 1-(4-chloro-phenyl)-ethylamine (530 mg, 3.68 mmol) in CH2Cl2 (20 mL) is added diisopropyl ethyl amine (1.2 mL, 6.89 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and is washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate, concentrated and the resulting residue is purified by flash chromatography with 25% EtOAc in Hexane as the eluent to afford the desired to afford the desired 2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamide (115 mg, 14%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377949B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-c0ba892d8361423ebdc742457cacb78f |
| Source note | uspto-grants-2013_02 |