Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Benzenamine, 3,5-bis(trifluoromethyl)- | HCID 9480 | — |
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86658336 | HCID 86658336 | 26% |
Reaction Steps
To a solution of 3,5-bis(trifluoromethyl)aniline (21.1 g) and triethylamine (13.9 mL) in toluene (200 ml) was slowly added 2-chloroethyl isocyanate (10.0 g) at 0° C., and the mixture was stirred at 60° C. for 4 hr. To the reaction solution was added ethyl acetate, and the mixture was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was dissolved in N,N-dimethylformamide (250 ml), sodium hydride (4.0 g) was slowly added at 0° C., and the mixture was stirred at room temperature for 3 hr. To the reaction solution was added ethyl acetate, and the mixture was washed with water and saturated brine, and dried over sodium sulfate. The solvent was concentrated under reduced pressure to give the title compound as a white solid (7.0 g, yield 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338622B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-3df56dae543d4026b9b669a67288912a |
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| Source note | uspto-grants-2012_12 |
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