HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 3-(N,N-dimethylsulfamoyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Benzoic acid, 3-(chlorosulfonyl)- | HCID 77641 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(N,N-dimethylsulfamoyl)benzoic acid | HCID 4985762 | 87% |
Reaction Steps
A solution of 3-(chlorosulfonyl)benzoic acid (152 mg, 0.689 mmol) in methylene chloride (2 mL) was treated with 2.0 M dimethylamine in THF (1.137 mL, 2.274 mmol), and the mixture was stirred overnight at room temperature. The reaction was quenched with 1 N HCl, and extracted 3× with EtOAc. The combined organic phases were washed with 1 N HCl followed by brine, then dried over sodium sulfate and concentrated in-vacuo to yield the title compound (138 mg, 0.602 mmol, 87% yield). MS (ESI+)=230.18, (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07985861B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-ff8097910751497a8bf0bbbc0b01a8aa |
| Source note | uspto-grants-2011_07 |