HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-3-(trifluoromethyl)aniline → 1-(3-Fluoro-5-trifluoromethyl-phenyl)-3-(4-bromo-3-trifluoromethyl-phenyl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-3-(trifluoromethyl)aniline | HCID 67852 | — |
| Reactant | 1-Fluoro-3-isocyanato-5-(trifluoromethyl)benzene | HCID 3445672 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(3-Fluoro-5-trifluoromethyl-phenyl)-3-(4-bromo-3-trifluoromethyl-phenyl)-urea | HCID 16755222 | 50% |
Reaction Steps
To a solution of 4-Bromo-3-(trifluoromethyl)-aniline (132 mg, 0.55 mmol, 1.1 eq.) in dry THF (5 ml) was added 3-Fluoro-5-(trifluoromethyl)-phenylisocyanate (72 μl, 0.5 mmol). After stirring overnight at rt the mixture was diluted with cHexane (20 ml), washed twice with 2 N HCl, once with sat. NaHCO3 and brine (20 ml each) and adsorbed on Celite in vacuo. Flash chromatography on silica with cHexane/TBME (4:1 to 2:1) yielded 111 mg product (50%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696249B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-29feb1b45952493eafc4fc230a645307 |
| Source note | uspto-grants-2010_04 |