5-Amino-2-methoxyphenol → HCID 12016873, compound

HRID 2228433Notes

Reaction equation

HRID 2228433 reaction equation
[Br:1][C:2]1[C:3]([F:14])=[C:4]([F:13])[C:5]([F:12])=[C:6]([S:8](Cl)(=[O:10])=[O:9])[CH:7]=1.[OH:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[NH2:19]>>[Br:1][C:2]1[CH:7]=[C:6]([S:8]([NH:19][C:18]2[CH:20]=[CH:21][C:22]([O:23][CH3:24])=[C:16]([OH:15])[CH:17]=2)(=[O:10])=[O:9])[C:5]([F:12])=[C:4]([F:13])[C:3]=1[F:14]

Participants

3

Reactant 2

HCID 743145-Amino-2-methoxyphenolHCID 12016869HCID 12016869, compound

Product 1

HCID 12016873HCID 12016873, compound

Procedure

1-Bromo-2,3,4-trifluoro-5-[(3-hydroxy-4-methoxyphenyl)amino-sulfonyl]benzene and 1-Bromo-4,5,6-trifluoro-2-[(3-hydroxy-4-methoxyphenyl)amino-sulfonyl]benzne were prepared in a manner similar to that described above, beginning with a mixture of 5-bromo-2,3,4-trifluorophenylsulfonyl chloride (Example B) and2-bromo-3,4,5-trifluorophenylsulfonyl chloride (Example C) and 3-hydroxy4-methoxyaniline. The two isomeric compounds were separated by column chromatography (silica gel; ethyl acetate:hexanes, 1:4). 1H-NMR (CDCl3): δ 7.79 (1H, m), 6.72-6.62 (4H, m), 5.65 (1H, s), 3.85 (3H, s).

Workup

  1. customThe two isomeric compounds were separated by column chromatography (silica gel; ethyl acetate:hexanes, 1:4)

Sources & evidence

ORD record
ord-5bfb49cdb25940ad82b851e1883fbc44
Source dataset
uspto-grants-2002_07
Patent number
US06417176B2

Reaction notes

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