Dichloromethane → 3-{3-[(E)-2-Phenylethenesulfonylamino]phenyl}acryloyl chloride

HRID 2217684Notes

Reaction equation

HRID 2217684 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[S:9]([NH:12][C:13]2[CH:14]=[C:15]([CH:19]=[CH:20][C:21]([OH:23])=O)[CH:16]=[CH:17][CH:18]=2)(=[O:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:24]CCl>CN(C)C=O>[C:1]1(/[CH:7]=[CH:8]/[S:9]([NH:12][C:13]2[CH:14]=[C:15]([CH:19]=[CH:20][C:21]([Cl:24])=[O:23])[CH:16]=[CH:17][CH:18]=2)(=[O:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 7501113-{3-[(E)-2-Phenylethenesulfonylamino]phenyl}acrylic acid

Product 1

HCID 865919013-{3-[(E)-2-Phenylethenesulfonylamino]phenyl}acryloyl chlorideYield 98.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
40 °C

Procedure

To a suspension of 3-{3-[(E)-2-phenylethenesulfonylamino]phenyl}acrylic acid (26a) (0.26 g, 0.79 mmol) in dichloromethane (3.5 ml) oxalyl chloride (0.21 ml, 2.37 mmol) and one drop of dimethylformamide were added. The reaction mixture was stirred at 40° C. for one hour and concentrated under reduced pressure to give crude title compound (0.27 g, 98%).

Workup

  1. additionwere added
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f60ca9b1bccb4c018fb34a5859a31e22
Source dataset
uspto-grants-2008_08
Patent number
US07407988B2

Reaction notes

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