Dichloromethane → 3-{3-[(Benzo[1,3]dioxol-5-ylmethyl)-sulfamoyl]-phenyl}-acryloyl chloride

HRID 2180449Notes

Reaction equation

[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][S:12]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][C:23]([OH:25])=O)[CH:18]=[CH:19][CH:20]=3)(=[O:14])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1.[Cl:26]CCl>CN(C)C=O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][S:12]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][C:23]([Cl:26])=[O:25])[CH:18]=[CH:19][CH:20]=3)(=[O:14])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

Conditions

Temperature: 40 °C

Procedure

To a suspension of 3-{3-[(benzo[1,3]dioxol-5-ylmethyl)-sulfamoyl]-phenyl}-acrylic acid (0.39 g, 1.08 mmol) in dichloromethane (4 ml) oxalyl chloride (0.28 ml, 3.24 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 (0.41 g, quant.).

Workup

additionwere added
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-1486f1bc0646411999538690e42ccb73
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06888027B2

Reaction notes

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