HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(8-chloro-6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-benzene-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Benyltrimethylammonium tetrachloroiodate | HCID 57347110 | — |
| Reactant | (S)-N-(6-Cyano-1,2,3,4-tetrahydro-quinolin-3-yl)-benzenesulfonamide | HCID 66757946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(8-chloro-6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-benzene-sulfonamide | HCID 66757150 | 59% |
Reaction Steps
To a suspension of racemate 1G (313.4 mg, 1 mmol) in a mixed solvent of acetic acid (3 mL), THF (3 mL) and CH2Cl2 (3 mL) at RT was added benzyltrimethyl-ammonium tetrachloroiodate (419 mg, 1 mmol). After addition, the mixture was stirred at RT for 30 min to become a clear yellow solution which was concentrated in vacuo. The residue was triturated with CH2Cl2 and H2O and the resultant solid filtered and washed with CH2Cl2 and H2O, dried in vacuo to give the title compound as an off-white solid (204 mg, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119808B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-de4d98acd11943ed9efc99ecc693897e |
| Source note | uspto-grants-2012_02 |