Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 68785192 | HCID 68785192 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57750898 | HCID 57750898 | 7% |
Reaction Steps
To a solution of 4-[[3-(3,4-dichlorophenyl)phenyl]sulfonylamino]-3-sulfamoylbenzoic acid (0.20 g, 0.39 mmol) in DMF (5 mL) was added carbonyldiimidazole (0.06 g, 0.39 mmol). The reaction mixture was heated at 80° C. for 2 h, then aqueous ammonia solution (30%, 2 mL) was added and the resulting solution was stirred at RT for 2 h. The pH of the reaction mixture was then adjusted to pH 5 using 6N HCl and the resulting white precipitate was collected by filtration. The crude product was purified by preparative HPLC to afford the title compound (13 mg, 7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145380B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-264afc56fe6844a39ddc18c648f23ca9 |
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| Source note | uspto-grants-2015_09 |
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