4-Methoxybenzenesulfonyl chloride → 4-methoxy-N-(3-methoxyphenyl)benzenesulfonamide

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[CH:4]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1>>[CH3:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([S:18]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)(=[O:20])=[O:19])=[CH:16][CH:17]=1

Participants

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chloride

HCID 108243-Methoxyaniline

Product 1

HCID 37969214-methoxy-N-(3-methoxyphenyl)benzenesulfonamideYield 99.7%

Procedure

Using m-anisidine (0.99 ml, 8.55 mmol) and 4-methoxybenzenesulfonyl chloride (1.78 g, 8.55 mmol), the procedure of Reference Example 2 was repeated to obtain 2.50 g (99.7%) of the title compound in the form of light yellow oil.

Sources & evidence

ORD record: ord-f25119feab274c18843fec44487e7f9a
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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