Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thiophosgene | HCID 10040 | — |
| Reactant | HCID 131719220 | HCID 131719220 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22070930 | HCID 22070930 | — |
Reaction Steps
To an ice cooled suspension of N-(2-amino-4-trifluoromethylphenyl)-2-methoxy-5-trifluoromethylaniline, hydrochloride (3 mmol, 1.2 g) in dry methylenechloride (20 ml) is added triethylamine (9 mmol, 0.73 ml) and thiophosgene (3 mmol, 0.23 ml). The reaction mixture is stirred at room temperature overnight and poured into water. The mixture is extracted with methylenechloride and the organic phases are dried and concentrated in vacuo. The crude product is subjected to column chromatography using petroleum ether+ethylacetate (4+1) as eluent. The fractions containing the product are concentrated in vacuo yielding a yellow oil which solidifies upon treatment with petroleum ether, yielding the title compound as off white crystals, which were used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05475015 |
|---|
| Source dataset | uspto-grants-1995_12 |
|---|
| ORD ID | ord-414d2929cd9f47708fa5d1ab83d57593 |
|---|
| Source note | uspto-grants-1995_12 |
|---|