Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 5-Chloro-2-nitro-4-(trifluoromethyl)aniline | HCID 2773813 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86607628 | HCID 86607628 | 96% |
Reaction Steps
To ethanol (500 mL) was added potassium metal (ca. 21 g, ca. 537 mmol, ca. 2.24 equiv) and the vigorous reaction had to be cooled with an ice bath. Stirring was continued until all potassium metal was dissolved. Solid commercially available 5-chloro-2-nitro-4-trifluoromethyl-phenylamine (57.74 g, 240 mmol, 1.0 equiv, [CAS RN 35375-74-7]) was added in one portion and the resulting dark red mixture was stirred at 55-60° C. for 4 d. The warm reaction mixture was slowly poured into water (ca. 2000 mL), the pH adjusted with a solution of 1 M HCl to 2, the yellow precipitate filtered off, washed with water and dried in air at 60° C. to give 57.81 g (96%) of the title compound as a yellow solid which was used without further purification. MS (ISN): 249.0 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07645753B2 |
|---|
| Source dataset | uspto-grants-2010_01 |
|---|
| ORD ID | ord-37d6d59ede714dd18e481b4df03920fd |
|---|
| Source note | uspto-grants-2010_01 |
|---|