Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,4,6-Trifluoroaniline | HCID 67765 | — |
| Reactant | Methyl 4-(Chlorosulfonyl)benzoate | HCID 4738388 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15057631 | HCID 15057631 | — |
Reaction Steps
2.35 g (10 mmol) of 4-chlorosulfonyl-benzoic acid methyl ester is suspended in 30 ml of dichloromethane with exclusion of moisture, the suspension is cooled to -50° C and, at this temperature, a solution of 1.47 g (10 mmol) of 2,4,6-trifluoroaniline and 1 ml of pyridine in 20 ml of dichloromethane is instilled. When the instillation is completed, it is allowed to come to room temperature and stirred for 12 more hours. The resulting precipitate is suctioned off and extracted with ether. The ether extract and the filtrate together are concentrated by evaporation, the residue is dissolved in dichloroethane and chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane. 2.71 g (7.96 mmol)=78.6% of the theoretical yield is obtained as a partially crystalline, partially amorphous product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05130119 |
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| Source dataset | uspto-grants-1992_07 |
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| ORD ID | ord-66ddaca1badd4c8da371a3e66caea453 |
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| Source note | uspto-grants-1992_07 |
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