2,5-Dimethoxybenzenesulfonyl chloride → HCID 68689334, compound

HRID 2241154Notes

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]([O:30][CH3:31])[CH:27]=[CH:26][C:25]=1[O:32][CH3:33])(=[O:23])=[O:22].CO[C:36]1C=CC(OC)=C[C:37]=1S(Cl)(=O)=O>>[CH2:36]([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]([O:30][CH3:31])[CH:27]=[CH:26][C:25]=3[O:32][CH3:33])(=[O:23])=[O:22])[CH:4]=2)=[CH:10][CH:11]=1)[CH3:37]

Participants

Reactant 2

HCID 1370252,5-Dimethoxybenzenesulfonyl chloride

HCID 11977878HCID 11977878, compound

Product 1

HCID 68689334HCID 68689334, compound

Procedure

4-[4-Chloro-3-(2,5-dimethoxy-benzenesulfonylamino)-benzoylamino]-benzoic acid, MS (ISP): m/e=489.2 (M−H), was prepared in analogy to example 21, steps A to D. Step C was performed using 2,5-dimethoxy-benzenesulfonyl chloride and yielded 4-[4-chloro-3-(2,5-dimethoxy-benzenesulfonylamino)-benzoylamino]-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record: ord-64a62951e2334f158819940293c56cc1
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723538B2

Reaction notes

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