HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphosgene → Benzene, 2-isocyanato-1-methoxy-4-(trifluoromethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | Proton sponge | HCID 88675 | — |
| Reactant | 2-Methoxy-5-(trifluoromethyl)aniline | HCID 600637 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzene, 2-isocyanato-1-methoxy-4-(trifluoromethyl)- | HCID 11983909 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
3 g (15.69 mmol) of 2-methoxy-5-trifluoromethylaniline are dissolved in 100 ml of dichloromethane, and 6.73 g (31.39 mmol) of 1,8-bis(dimethylamino)naphthalene are added. At 0–5° C., 2.24 g (11.3 mmol) of trichloromethyl chloroformate, dissolved in 50 ml of dichloromethane, are added dropwise, and the mixture is stirred at 0° C. for 30 min and then at room temperature for 60 min. At 0° C., the mixture is washed with 1N hydrochloric acid, ice-water and sodium bicarbonate solution. Drying over magnesium sulphate and removal of the solvent by distillation gives the product. The isocyanate is then used for the subsequent reactions without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196086B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-babb87c16b2b4afdb56e7d37a19f2ab2 |
| Source note | uspto-grants-2007_03 |