5-Chloro-2-methoxybenzene-1-sulfonyl chloride → HCID 67549386, compound

HRID 2241149Notes

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]=[CH:26][C:25]=1[O:31][CH3:32])(=[O:23])=[O:22].Cl[C:34]1C=CC(OC)=C(S(Cl)(=O)=O)[CH:39]=1>>[CH2:34]([O:14][C:13](=[O:15])[C:12]1[CH:16]=[CH:17][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:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=3[O:31][CH3:32])(=[O:23])=[O:22])[CH:4]=2)=[CH:10][CH:11]=1)[CH3:39]

Participants

Reactant 2

HCID 27342725-Chloro-2-methoxybenzene-1-sulfonyl chloride

HCID 11977767HCID 11977767, compound

Product 1

HCID 67549386HCID 67549386, compound

Procedure

4-[4-Chloro-3-(5-chloro-2-methoxy-benzenesulfonylamino)-benzoylamino]-benzoic acid, MS (ISP): m/e=493.1 (M−H), was prepared in analogy to example 21, steps A to D. Step C was performed using 5-chloro-2-methoxy-benzenesulfonyl chloride and yielded 4-[4-chloro-3-(5-chloro-2-methoxy-benzenesulfonylamino)-benzoylamino]-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record: ord-d05f67ba9a4f4e098158489473134120
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723538B2

Reaction notes

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