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

HRID 321926Notes

Reaction equation

HRID 321926 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.[Br:15][C:16]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[CH:18][C:17]=1[S:25](Cl)(=[O:27])=[O:26].[OH:29][C:30]1[CH:31]=[C:32]([CH:34]=[CH:35][C:36]=1[O:37][CH3:38])[NH2:33]>>[Br:1][C:2]1[CH:7]=[C:6]([S:8]([NH:33][C:32]2[CH:34]=[CH:35][C:36]([O:37][CH3:38])=[C:30]([OH:29])[CH:31]=2)(=[O:10])=[O:9])[C:5]([F:12])=[C:4]([F:13])[C:3]=1[F:14].[Br:15][C:16]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[CH:18][C:17]=1[S:25]([NH:33][C:32]1[CH:34]=[CH:35][C:36]([O:37][CH3:38])=[C:30]([OH:29])[CH:31]=1)(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 743145-Amino-2-methoxyphenolHCID 12016869HCID 12016869, compoundHCID 12016870HCID 12016870, compound

Product 2

HCID 12016873HCID 12016873, compoundHCID 12016874HCID 12016874, compound

Procedure

1-Bromo-2,3,4-trifluoro-5-[(3-hydroxy-4-methoxyphenyl)aminosulfonyl]benzene and 1-Bromo-4,5,6-trifluoro-2-[(3-hydroxy-4-methoxyphenyl)amino-sulfonyl]benzene were prepared in a manner similar to that described above, beginning with a mixture of 5-bromo-2,3,4-trifluorophenylsulfonyl chloride (Example B) and 2-bromo-3,4,5-trifluorophenylsulfonyl chloride (Example C) and 3-hydroxy-4-methoxyaniline. The two isomeric compounds were separated by column chromatography (silica gel; ethyl acetate:hexanes, 1:4).

Workup

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

Sources & evidence

ORD record
ord-f32a1a45090847a981089baa5566e498
Source dataset
uspto-grants-2001_04
Patent number
US06211167B1

Reaction notes

Loading…