Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carzenide | HCID 8739 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Chloro-o-anisic acid | HCID 76970 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | HCID 86018106 | HCID 86018106 | 93% |
Reaction Steps
A mixture of 4-aminosulfonylbenzoic acid (1 mol), 2-methoxy-5-chlorobenzoic acid (1 mol) and thionyl chloride (2.5 mol) in chlorobenzene (700 ml) was heated at 120° C. for 7-9 hours. After the reaction was complete 200 ml of the solvent was removed in vacuo. The mixture was cooled and the precipitate filtered off and washed with heptane to give the title compound, mp. 138-140° C., yield 93% of theory. 4-[[(Benzoyl)amino]sulfonyl]benzoyl chloride was prepared in a similar manner from 4-aminosulfonylbenzoic acid and benzoic acid, mp. 180-182° C., yield 96% of theory. 4-[[(2-Chlorobenzoyl)amino]sulfonyl]benzoyl chloride was prepared in a similar manner from 4-aminosulfonylbenzoic acid and 2-chlorobenzoic acid, mp. 198-200° C., yield 95% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08236986B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-c13be4e766324a6fba0aaee9731f52a4 |
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| Source note | uspto-grants-2012_08 |
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