3,5-Dichlorobenzenesulfonyl chloride → HCID 67549736, compound

HRID 2241146Notes

Reaction equation

[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)=[O:7])=[CH:4][C:3]=1[NH:20][S:21]([C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[C:26]([Cl:31])[CH:25]=1)(=[O:23])=[O:22].Cl[C:33]1C=C(S(Cl)(=O)=O)C=C(Cl)[CH:38]=1>>[CH2:33]([O:14][C:13](=[O:15])[C:12]1[CH:11]=[CH:10][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:18]=[CH:19][C:2]([Cl:1])=[C:3]([NH:20][S:21]([C:24]3[CH:25]=[C:26]([Cl:31])[CH:27]=[C:28]([Cl:30])[CH:29]=3)(=[O:22])=[O:23])[CH:4]=2)=[CH:17][CH:16]=1)[CH3:38]

Participants

Reactant 2

HCID 5223883,5-Dichlorobenzenesulfonyl chloride

HCID 11977663HCID 11977663, compound

Product 1

HCID 67549736HCID 67549736, compound

Procedure

4-[4-Chloro-3-(3,5-dichloro-benzenesulfonylamino)-benzoylamino]-benzoic acid, MS (ISP): m/e=499.0 (M−H), was prepared in analogy to example 21, steps A to D. Step C was performed using 3,5-dichloro-benzenesulfonyl chloride and yielded 4-[4-chloro-3-(3,5-dichloro-benzenesulfonylamino)-benzoylamino]-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record: ord-951213d369e148bbb769486e5c2e2458
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723538B2

Reaction notes

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