HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosgene → 3-Benzyl-1-(2-bromo-5-trifluoromethyl-benzyl)-1-ethyl-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2-Bromo-5-trifluoromethyl-benzyl)-ethyl-amine | HCID 66603999 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Benzyl-1-(2-bromo-5-trifluoromethyl-benzyl)-1-ethyl-urea | HCID 57458801 | — |
Reaction Steps
To a solution of (2-bromo-5-trifluoromethyl-benzyl)-ethyl-amine (1.5 g, 5.3 mmol) in CH2Cl2 (20 mL) at 0° C. was added diisopropylethylamine (1.7 mL, 13.3 mmol). Phosgene (1.9M in toluene; 4.2 mL, 8.0 mmol) was then added dropwise, and the reaction was stirred for 2 hours. Triethylamine (1.48 mL, 10.6 mmol) was added, followed by benzylamine (0.87 mL, 8.0 mmol), and the reaction was stirred at room temperature for 2.5 hours. After work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067445B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-617a20b6ea594e2a9f0ac9bb74e3818f |
| Source note | uspto-grants-2011_11 |