2,4-Difluorobenzenesulfonyl Chloride → HCID 90102878, compound

HRID 1052471Notes

Reaction equation

HRID 1052471 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([Br:8])[CH:7]=1.[F:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[S:18](Cl)(=[O:20])=[O:19]>>[Br:8][C:6]1[CH:7]=[C:2]([NH:1][S:18]([C:12]2[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:11]=2[F:10])(=[O:20])=[O:19])[CH:3]=[C:4]([OH:9])[CH:5]=1

Participants

3

Reactant 2

HCID 27342732,4-Difluorobenzenesulfonyl ChlorideHCID 183882723-Amino-5-bromophenol

Product 1

HCID 90102878HCID 90102878, compoundYield 121.5%

Procedure

3-Amino-5-bromophenol (600 mg, 2.87 mmol, prepared according to WO 2011119704 A1 20110929) was treated with 2,4-difluorobenzene-1-sulfonyl chloride (386 μl, 2.87 mmol) according to the method described in Preparation 15b to give 1.27 g (99% yield) of the title compound as an oil. Purity 70%.

Sources & evidence

ORD record
ord-3890cf3f18404c9b9a33427ecb54e566
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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