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

HRID 2217666Notes

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-2f0d2b603ad74063b93aaee6b3f94219
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07407988B2

Reaction notes

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