Ethanol → HCID 68782330, compound

HRID 2283300Notes

Reaction equation

HRID 2283300 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([NH:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][C:14]=1[S:22](=[O:25])(=[O:24])[NH2:23])(=[O:11])=[O:10].[CH2:26](O)[CH3:27]>S(Cl)(Cl)=O>[CH2:26]([O:18][C:17](=[O:19])[C:16]1[CH:20]=[CH:21][C:13]([NH:12][S:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=2[Cl:1])(=[O:10])=[O:11])=[C:14]([S:22](=[O:24])(=[O:25])[NH2:23])[CH:15]=1)[CH3:27]

Participants

4

Reactant 2

HCID 702EthanolHCID 68783150HCID 68783150, compound

Product 1

HCID 68782330HCID 68782330, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideCatalyst

Procedure

A solution of 4-(2,3-dichloro-benzenesulfonylamino)-3-sulfamoyl-benzoic acid (1.3 g, 3.05 mmol) in ethanol (20 mL) was stirred at RT and a few drops of thionyl chloride were added. The reaction mixture was heated at reflux for 7 h, cooled to RT and concentrated under reduced pressure. The residue was purified by flash column chromatography using ethyl acetate/hexane (1:1) as eluent to afford the title compound (1.4 g, 100%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 7 h
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-c51e95d6f3a04b8fa7c22b653674fdb8
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

Loading…