Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Methyl-3-nitroaniline | HCID 8390 | — |
| Reactant | 1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene | HCID 2733265 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71084709 | HCID 71084709 | 87.3% |
Reaction Steps
1-Chloro-4-isocyanato-2-(trifluoromethyl)benzene (9.97 g, 45.0 mmol) was stirred in a solvent of tetrahydrofuran (100 mL). The reaction solution was added with 4-methyl-3-nitroaniline (6.52 g, 42.9 mmol), followed by stirring for about 6 hours at room temperature. The reaction mixture was diluted with ethyl acetate, and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated solid was added with a mixed solution of ethyl acetate/hexane (1/5), followed by stirring for 2 hours or more. The resulting solid was filtered under reduced pressure, and washed with diethyl ether. The filtered solid was dried with warm wind in an oven (40° C.) for 3 hours or more to obtain the title compound (14 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388165B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-27c71ec2fc4147ddadd65d00a142428f |
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| Source note | uspto-grants-2016_07 |
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