HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N,N-diallyl-4-(3-bromophenylsulfonamido)pyridine-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | m-Bromobenzenesulphonyl chloride | HCID 17943 | — |
| Reactant | N,N-diallyl-4-aminopyridine-3-sulfonamide | HCID 57750998 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N,N-diallyl-4-(3-bromophenylsulfonamido)pyridine-3-sulfonamide | HCID 57750923 | 72% |
Reaction Steps
A mixture of N,N-diallyl-4-aminopyridine-3-sulfonamide (0.25 g, 1.0 mmol) and cesium carbonate (0.82 g, 2.5 mmol) in tetrahydrofuran (10 mL) was stirred for 5 min, 3-bromobenzenesulfonyl chloride (0.17 mL, 1.2 mmol) was added and the reaction was stirred at room temperature over night. Diluted hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and the solvent was evaporated. Purification by column chromatography, using chloroform/methanol (95:5) as the eluent, gave the title compound in 72% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145380B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8ae2624dfd3d4edeb08840337274edaf |
| Source note | uspto-grants-2015_09 |