5-Bromo-2-methoxybenzene-1-sulfonyl chloride → HCID 9850299, compound

HRID 2116533Notes

Reaction equation

HRID 2116533 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][C:14]2[CH:15]=[C:16]([Cl:20])[CH:17]=[N:18][CH:19]=2)=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8].[Br:21][C:22]1[CH:23]=[CH:24][C:25]([O:32][CH3:33])=[C:26]([S:28](Cl)(=[O:30])=[O:29])[CH:27]=1>C(Cl)Cl>[CH3:33][O:32][C:25]1[CH:24]=[CH:23][C:22]([Br:21])=[CH:27][C:26]=1[S:28]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][C:14]2[CH:15]=[C:16]([Cl:20])[CH:17]=[N:18][CH:19]=2)=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:30])=[O:29]

Participants

4

Reactant 2

HCID 5200205-Bromo-2-methoxybenzene-1-sulfonyl chlorideHCID 9948021HCID 9948021, compound

Product 1

HCID 9850299HCID 9850299, compoundYield 20.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the aniline produced in Example 1 (250 mg, 0.85 mmol) in CH2Cl2 (4 mL) was added 5-bromo-2-methoxybenzenesulfonyl chloride (244,mg, 0.85 mmol). The mixture was stirred for 10 hr. The title compound (94 mg, 20% to) was isolated following column chromatography on silica gel (1:1 hexane/ethyl acetate).

Sources & evidence

ORD record
ord-65d000ff43ee489b92761eaa309d4ab0
Source dataset
uspto-grants-2008_10
Patent number
US07439242B2

Reaction notes

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