Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoic acid, 3-(chlorosulfonyl)- | HCID 77641 | — |
| Reactant | 2-(Chlorosulfonyl)benzoic acid | HCID 14474464 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Benzoic acid, 3-sulfo- | HCID 8477 | 95.4% |
Reaction Steps
300 g of 3-(chlorosulfonyl)benzoic acid containing 38.8% of water (corresponding to 183.6 g (0.83 mol) of 100% chlorosulfonylbenzoic acid) are admixed with 100 g of water and heated to 100° C. for 1 hour. Then 500 g of toluene are added dropwise over 1 hour and a total of 164 ml of water distilled off azeotropically with toluene. The reaction mixture is cooled and the precipitated product filtered off with suction. After drying at 100° C./100 torr (13.16 kPa) 163.5 g of 3-sulfobenzoic acid are obtained, the purity determined by titration being 98.2%; this corresponds to a yield of 95.4%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05387711 |
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| Source dataset | uspto-grants-1995_02 |
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| ORD ID | ord-f331762fe48d4032a45a6428d40a8c32 |
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| Source note | uspto-grants-1995_02 |
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