HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dichlorobenzene → N-{3-[({3-[(3,5-dimethoxyphenyl)amino]quinoxalin-2-yl}amino)sulfonyl]phenyl}acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dichlorobenzene | HCID 4685 | — |
| Reactant | 3-Acetamidobenzene-1-sulfonyl chloride | HCID 3157455 | — |
| Reactant | N-(3,5-dimethoxyphenyl)quinoxaline-2,3-diamine | HCID 16045834 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-{3-[({3-[(3,5-dimethoxyphenyl)amino]quinoxalin-2-yl}amino)sulfonyl]phenyl}acetamide | HCID 16045462 | 24% |
Reaction Steps
N-(3,5-dimethoxyphenyl)quinoxaline-2,3-diamine (50 mg, 0.168 mmol), 3-Acetylaminobenzene sulfonylchloride (59 mg, 0.5 mmol, commercially available from INTERCHIM) are dissolved in a 1 to 2 mixture of pyridine: dichlorobenzene (0.3 ml) and the reaction mixture is heated to 150° C. overnight in an orbital shaker. When TLC confirms the total consumption of the starting material, the reaction mixture is cooled down to rt. The precipitate formed is filtered and purified by column chromatography, using Pet.Ether: EtOAc as eluent, to afford 20 mg (24%) of the title compound as a yellow solid. HPLC (max plot) 89%, rt. 4.08 min. LC/MS: (ES+): 494.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071597B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-7643e269768a423fa2a28779aecf8184 |
| Source note | uspto-grants-2011_12 |