3-(3-Furanyl)benzenamine → 5-Chloro-2-(([(2-([3-(furan-3-yl)phenyl]amino)-2-oxoethyl)sulfanyl]acetyl)amino)benzoic acid

HRID 1964024Notes

Reaction equation

HRID 1964024 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]([CH:10]=[CH:11][CH:12]=2)[NH2:9])=[CH:2]1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:28])[CH2:22][S:23][CH2:24][C:25](O)=[O:26])=[C:16]([C:29]([O:31]C)=[O:30])[CH:15]=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:28])[CH2:22][S:23][CH2:24][C:25]([NH:9][C:8]2[CH:10]=[CH:11][CH:12]=[C:6]([C:3]3[CH:4]=[CH:5][O:1][CH:2]=3)[CH:7]=2)=[O:26])=[C:16]([CH:15]=1)[C:29]([OH:31])=[O:30]

Participants

3

Reactant 2

HCID 162033323-(3-Furanyl)benzenamineHCID 51040153[(2-([4-Chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethyl)sulfanyl]acetic acid

Product 1

HCID 442506945-Chloro-2-(([(2-([3-(furan-3-yl)phenyl]amino)-2-oxoethyl)sulfanyl]acetyl)amino)benzoic acid

Procedure

Using the same method as in Example 15-(ii), 3-(furan-3-yl)aniline was reacted with the [(2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethyl)sulfanyl]acetic acid obtained in Example 12-(i) to give 5-chloro-2-(([(2-([3-(furan-3-yl)phenyl]amino)-2-oxoethyl)sulfanyl]acetyl)amino)benzoic acid.methyl ester (yield: 65%).

Sources & evidence

ORD record
ord-8eaf8960fb7b4e2282d8d2f97c28a9de
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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