HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylsulphamoyl chloride → N,N-dimethyl-N'-{4-[3-(morpholin-4-yl)quinoxalin-6-yl]phenyl}sulfuric diamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylsulphamoyl chloride | HCID 83372 | — |
| Reactant | 4-(3-Morpholin-4-yl-quinoxalin-6-yl)-phenylamine | HCID 67034978 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N,N-dimethyl-N'-{4-[3-(morpholin-4-yl)quinoxalin-6-yl]phenyl}sulfuric diamide | HCID 67035357 | 52.6% |
Reaction Steps
A mixture of 4-(3-morpholin-4-yl-quinoxalin-6-yl)-phenylamine [intermediate example 4.1] (100 mg) and pyridine (0.5 mL) was treated with a solution of dimethylsulfamyl chloride (75 mg, 0.65 mmol) in pyridine (0.6 mL) and stirred at room temperature overnight. The reaction was partitioned between dichloromethane and water, the phases separated and the organic layer concentrated in vacuo. The residue was purified by preparative reverse phase HPLC to give the title compound (71 mg). 1H-NMR (300 MHz, d6-DMSO) δ=10.06 (1H, br s), 8.76 (1H, s), 7.84 (1H, d), 7.66-7.79 (4H, m)), 7.27 (2H, d), 3.72 (8H, s), 2.70 (6H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340528B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-6eb27508d5784ec98f66b9a00db5d108 |
| Source note | uspto-grants-2016_05 |