HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Bromobenzenesulfonyl chloride → 4-bromo-N-methyl-N-(3-(1,2,3,4-tetrahydroquinoxalin-3-one-1-carbonyl)benzyl)-benzenesulphonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Bromobenzenesulfonyl chloride | HCID 7396 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Methylaminomethyl)benzoyl-1,2,3,4-tetrahydroquinoxalin-3-one | HCID 85867702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-bromo-N-methyl-N-(3-(1,2,3,4-tetrahydroquinoxalin-3-one-1-carbonyl)benzyl)-benzenesulphonamide | HCID 59700592 | 66.1% |
Reaction Steps
4-Bromobenzenesulphonyl chloride (29 mg, 0.11 mmol) was added to a solution of 1-(3-(methylaminomethyl)benzoyl-1,2,3,4-tetrahydroquinoxalin-3-one (30 mg, 0.10 mmol) in dichloromethane (10 ml). The pH was adjusted to pH9 with triethylamine and the mixture stirred for 18 h. The mixture was reduced in vacuo, taken up in ethyl acetate, washed with water and brine, dried and reduced. Chromatography (50% EtOAc/50% 60-80 pet ether) afforded 4-bromo-N-methyl-N-(3-(1,2,3,4-tetrahydroquinoxalin-3-one-1-carbonyl)benzyl)-benzenesulphonamide (34 mg, 60%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365065B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-c1d9f788ffb84ce1aa20475142fd2362 |
| Source note | uspto-grants-2008_04 |