Dichloromethane → 3-(3-p-Tolylsulfamoyl-phenyl)-acryloyl chloride

HRID 226127Notes

Reaction equation

HRID 226127 reaction equation
[C:1]1([CH3:22])[CH:6]=[CH:5][C:4]([NH:7][S:8]([C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][C:19](O)=[O:20])[CH:14]=[CH:15][CH:16]=2)(=[O:10])=[O:9])=[CH:3][CH:2]=1.[Cl:23]CCl>CN(C)C=O>[C:1]1([CH3:22])[CH:6]=[CH:5][C:4]([NH:7][S:8]([C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][C:19]([Cl:23])=[O:20])[CH:14]=[CH:15][CH:16]=2)(=[O:10])=[O:9])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 670195353-(3-p-Tolylsulfamoyl-phenyl)-acrylic acid

Product 1

HCID 739893963-(3-p-Tolylsulfamoyl-phenyl)-acryloyl chlorideYield 99.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
40 °C

Procedure

To a suspension of 3-(3-p-tolylsulfamoyl-phenyl)-acrylic acid (5d) (0.75 g, 2.36 mmol) in dichloromethane (10.0 ml) oxalyl chloride (0.62 ml, 7.08 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 (0.79 g).

Workup

  1. additionwere added
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ec7431507b994fe788d62ba58e7326dd
Source dataset
uspto-grants-2009_07
Patent number
US07557140B2

Reaction notes

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