HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 5-Bromo-2-chloro-N-(4-hydroxy-cyclohexyl)-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 5-Bromo-2-chlorobenzene-1-sulfonyl chloride | HCID 50988834 | — |
| Reactant | HCID 178511715 | HCID 178511715 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-2-chloro-N-(4-hydroxy-cyclohexyl)-benzenesulfonamide | HCID 68631938 | — |
Reaction Steps
5-Bromo-2-chloro-benzenesulfonyl chloride (1.0 g, 3.45 mmol) (Intermediate E, Step 1) and pyridine (2 ml) are added to a stirred suspension of trans-4-aminocyclohexanol (2.0 g, 17.2 mmol) suspended in DCM (20 ml). After 18 h, the solvents are removed and the residue is partitioned between aq. 1M HCl and ethyl acetate. The organic extract is dried over Mg2SO4 and the solvent is removed. The residue is purified by chromatography on silica, eluting with ethyl acetate:hexane (1:1 to 1:0) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263585B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-db2f5d21d1d34046a936b81625870e6c |
| Source note | uspto-grants-2012_09 |