Cesium carbonate → 2-[6,7-Dichloro-3-(methylsulfonyl)-2-quinoxalinyl]-4-phenylsemicarbazide

HRID 584670Notes

Reaction equation

HRID 584670 reaction equation
Cl[C:2]1[C:3]([S:14]([CH3:17])(=[O:16])=[O:15])=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([Cl:12])=[C:7]([Cl:13])[CH:6]=2.C(=O)([O-])[O-].[Cs+].[Cs+].[C:24]1([NH:30][C:31](=[O:34])[NH:32][NH2:33])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CN(C=O)C>[Cl:13][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][C:8]=1[Cl:12])[N:11]=[C:2]([N:32]([C:31]([NH:30][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:34])[NH2:33])[C:3]([S:14]([CH3:17])(=[O:16])=[O:15])=[N:4]2

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 108374-PhenylsemicarbazideHCID 167325103,6,7-Trichloro-2-(methylsulfonyl)quinoxaline

Product 1

HCID 223412172-[6,7-Dichloro-3-(methylsulfonyl)-2-quinoxalinyl]-4-phenylsemicarbazide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3,6,7-trichloro-2-(methylsulfonyl)quinoxaline (312 mg, 1.0 mmol) in DMF (10 ml) was added caesium carbonate (489 mg, 1.5 mmol) followed by 4-phenylsemicarbazide (182 mg, 1.2 mmol). The reaction was stirred overnight at room temperature. The product was purified by flash column chromatography using ethyl acetate:hexane 1:1 obtaining the title compound as a solid.

Workup

  1. customThe product was purified by flash column chromatography

Sources & evidence

ORD record
ord-11f358cabe234e3e813bd270108f07a2
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

Loading…