Dichloromethane → 3-[3-(Naphthalen-1-ylsulfamoyl)phenyl]-acryloyl Chloride

HRID 2180408Notes

Reaction equation

HRID 2180408 reaction equation
[C:1]1([NH:11][S:12]([C:15]2[CH:16]=[C:17]([CH:21]=[CH:22][C:23]([OH:25])=O)[CH:18]=[CH:19][CH:20]=2)(=[O:14])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Cl:26]CCl>CN(C)C=O>[C:1]1([NH:11][S:12]([C:15]2[CH:16]=[C:17]([CH:21]=[CH:22][C:23]([Cl:26])=[O:25])[CH:18]=[CH:19][CH:20]=2)(=[O:14])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 670195673-[3-(Naphthalen-1-ylsulfamoyl)-phenyl]-acrylic acid

Product 1

HCID 739894023-[3-(Naphthalen-1-ylsulfamoyl)phenyl]-acryloyl ChlorideYield 99.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
40 °C

Procedure

To a suspension of 3-[3-(naphthalen-1-ylsulfamoyl)-phenyl]-acrylic acid (15d) (0.22 g, 0.62 mmol) in dichloromethane (2.5 ml) oxalyl chloride (0.16 ml, 1.86 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 (0.23 g, 99%).

Workup

  1. additionwere added
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1c588c1f057e4c868971178738686165
Source dataset
uspto-grants-2005_05
Patent number
US06888027B2

Reaction notes

Loading…