HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 2-Chloro-N-[2-(3-trifluoromethoxy-phenylamino)-ethyl]-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Chloropropionic acid | HCID 11734 | — |
| Reactant | 1,2-Ethanediamine, N1-[3-(trifluoromethoxy)phenyl]- | HCID 62918403 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-N-[2-(3-trifluoromethoxy-phenylamino)-ethyl]-propionamide | HCID 66783199 | 92.2% |
Reaction Steps
A solution of 2-chloropropionic acid (103 mg, 0.95 mmol) in CH2Cl2 (10 mL) was added dropwise at −30° C. to a solution of N1-(3-trifluoromethoxy-phenyl)-ethane-1,2-diamine (210 mg, 0.95 mmol) and N,N′-dicyclohexylcarbodiimide (226 mg, 1.10 mmol) in CH2Cl2 (20 mL), then after 1 h insoluble material was removed by filtration and the filtrate evaporated. Chromatography (SiO2; heptane/EtOAc 3:2) afforded the title compound (272 mg, 92%). Colorless oil, MS: 309.3 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138175B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-19f50f92ded04e8f8c88896c9e569bb6 |
| Source note | uspto-grants-2012_03 |