5-Chloro-2-methoxybenzene-1-sulfonyl chloride → HCID 68406962, compound

HRID 2241137Notes

Reaction equation

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

Participants

Reactant 2

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

HCID 11977548HCID 11977548, compound

Product 1

HCID 68406962HCID 68406962, compound

Procedure

4-[3-(5-Chloro-2-methoxy-benzenesulfonylamino)-benzoylamino]-benzoic acid, MS (ISP): m/e=459.0 (M−H), was prepared in analogy to example 1, steps A to D. Step C was performed using 5-chloro-2-methoxy-benzenesulfonyl chloride and yielded 4-[3-(5-chloro-2-methoxy-benzenesulfonylamino)-benzoylamino]-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record: ord-ebf86e267a7c494ab0f2d186901b4af7
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723538B2

Reaction notes

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