HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → pyridine-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Pyridine-3-sulfonyl chloride | HCID 3164136 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | pyridine-3-sulfonamide | HCID 232710 | — |
Reaction Steps
To a solution of pyridine-3-sulphonyl chloride (1 g, 5.6 mmol, 1 eq, commercially available from Davos) in THF (5 mL) is added ammonia in dioxane (23.9 mL, 2 M, 47.9 mmol, 8.5 eq). The resulting suspension is stirred at room temperature for 1 h. The solvent is removed and the residue is taken up in DCM. The organic phase is washed with a saturated aqueous solution of NH4Cl then brine and the DCM is removed under reduced pressure to afford, after drying under vacuum at 40° C., 637 mg (71%) of the title compound as a yellowish powder. 1H NMR (DMSO-d6) δ 9.20-8.90 (m, 1H), 8.85-8.75 (m, 1H), 8.40-8.05 (m, 1H), 7.80-7.40 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614215B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-0bffefc84c6744249e18eb82dd197993 |
| Source note | uspto-grants-2013_12 |