Dichloromethane → 3-{3-[(E)-2-Phenylethenesulfonylamino]phenyl}acryloyl chloride

HRID 226161Notes

Reaction equation

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

Participants

Conditions

Temperature: 40 °C

Procedure

To a suspension of 3-{3-[(E)-2-phenylethenesulfonylamino]phenyl}acrylic acid (26a) (0.26 g, 0.79 mmol) in dichloromethane (3.5 ml) oxalyl chloride (0.21 ml, 2.37 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 (0.27 g, 98%).

Workup

additionwere added
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-e767fb177fb94df09d8bed657a742a53
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07557140B2

Reaction notes

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