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Dichloromethane → 3-[3-(Naphthalen-2-ylsulfamoyl)phenyl]-acryloyl Chloride

HRID 351063
Notes
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Reaction equation

HRID 351063 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][S:12]([C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][C:23]([OH:25])=O)[CH:18]=[CH:19][CH:20]=1)(=[O:14])=[O:13].[Cl:26]CCl>CN(C)C=O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][S:12]([C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][C:23]([Cl:26])=[O:25])[CH:18]=[CH:19][CH:20]=1)(=[O:14])=[O:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 670195903-[3-(Naphthalen-2-ylsulfamoyl)-phenyl]-acrylic acid

Product 1

HCID 739894303-[3-(Naphthalen-2-ylsulfamoyl)phenyl]-acryloyl ChlorideYield 99.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
40 °C

Procedure

To a suspension of 3-[3-(naphthalen-2-ylsulfamoyl)-phenyl]-acrylic acid (15e) (0.21 g, 0.57 mmol) in dichloromethane (2.5 ml) oxalyl chloride (0.15 ml, 1.71 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 (0.21 g, 95%).

Workup

  1. additionwere added
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-72e187ba23ad459989239ec36eaa002a
Source dataset
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07183298B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes