Dichloromethane → 3-{3-[(Naphthalen-1-ylmethyl)-sulfamoyl]-phenyl}-acryloyl chloride

HRID 2180396Notes

Reaction equation

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

Participants

Conditions

Temperature: 40 °C

Procedure

To a suspension of 3-{3-[(naphthalen-1-ylmethyl)-sulfamoyl]-phenyl}-acrylic acid (15a) (0.32 g, 0.87 mmol) in dichloromethane (4 ml) oxalyl chloride (0.22 ml, 2.61 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 the title compound (0.33 g, 98%).

Workup

additionwere added
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-419c629afcf5471caa8332c17f23d4bb
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06888027B2

Reaction notes

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