Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 3,4-Dichlorobenzotrifluoride | HCID 9481 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Benzenamine, 2-chloro-5-(trifluoromethyl)- | HCID 8475 | 13% |
| Product | 2-Chloro-4-trifluoromethylaniline | HCID 162001 | 77% |
Reaction Steps
N-methylpyrrolidone (1050 ml) was charged in an autoclave along with 102 g anhydrous activated potassium fluoride, 377 g 3,4-dichlorobenzotrifluoride was added. Ammonia (158 g) gas was passed in the reactor from the pressure pot at ambient temperature. The content of the reactor was heated to 245° C.-250° C. over a period of 2 hours to get reactor pressure of 30-32 kg/cm2. Excess NH3 was fed from the pressure pot to maintain the reactor pressure at 38-40 kg/cm2 at 245-250° C. liquid temperature. Reaction mixture was maintained at 245-250° C. and at 38-40 kg/cm2 pressure for further 8 hours. Reaction mixture was cooled to ambient temperature and NH3 was vented and recovered. Reaction mixture was filtered and on fractionation gave 77% yield of 2-chloro-4-trifluoromethylaniline and 13% yield of 2-chloro-5-trifluoromethyl aniline based on consumed 3,4-dichlorobenzotrifluoride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507693B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-147e19f9713746b6825688bb03be1c9b |
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| Source note | uspto-grants-2013_08 |
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