Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl 4-aminobenzoate | HCID 12082 | — |
| Reactant | Dimethylsulphamoyl chloride | HCID 83372 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 884458 | HCID 884458 | 65.4% |
Reaction Steps
To a solution of 8.5 g of methyl 4-aminobenzoate 13 and 43 ml of pyridine is added 12.1 g of dimethylsulfamoyl chloride, and the mixture is stirred at 50° C. for 2 hours. The reaction mixture to which is added ice-water is acidified with 6N hydrochloric acid and extracted with methylene chloride. The organic layer is washed with water, dried, and concentrated under reduced pressure. The residue is washed with ether-isopropyl ether to give 9.5 g (yield: 65.4%) of methyl 4-(dimethylaminosulfonyl)aminobenzoate 14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04595780 |
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| Source dataset | uspto-grants-1986_06 |
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| ORD ID | ord-edd99833a7c34631951ba1bf7a3d51d9 |
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| Source note | uspto-grants-1986_06 |
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