HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 2-Chloro-3-(trifluoromethyl)benzylamine | HCID 5224207 | — |
| Reactant | 2-(2-Chlorophenyl)propanoic acid | HCID 12636574 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide | HCID 69254638 | 37% |
Reaction Steps
A solution of 2-(2-chlorophenyl)propionic acid (350 mg, 1.9 mmole) and 2-chloro-3-trifluoromethylbenzylamine (398 mg, 1.9 mmole) in 5 mL of dichloroethane was treated with diisopropylcarbodiimide (0.3 mL, 1.9 mmole) and the reaction was stirred for 16 hours. The solvent was removed, and the residue taken up in Et2O. The Et2O was washed with H2O, 0.1N HCl, and aqueous Na2CO3, dried and the solvent removed. Recrystallization from a mixture of CH2Cl2 and hexane gave the titled compound, 265 mg (37% yield). MS (ESI) 376 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365085B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-f9132ed3f7b5427d963d1d8c9436b970 |
| Source note | uspto-grants-2008_04 |