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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583335Generated: October 30, 2026

4-Methoxybenzenesulfonyl chloride → 5-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/583335

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzenesulfonyl chlorideHCID 7401—
ReactantMethyl 2-amino-5-bromo-3-methylbenzoateHCID 2763413—
Product5-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl esterHCID 5421835984.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 24.5 g (100 mmol) of the product of Example 133 in 100 mL of pyrdine was added 21.0 g (100 mmol) of p-methoxybenzenesulfonyl chloride and the resulting mixture was heated to 80° C. for 24 h. The reaction mixture was then quenched with ice cold water and acidified with concentrated HCl. The resulting mixture was extracted with chloroform, washed with water, dried over MgSO4, filtered and concentrated in vacuo. The residue was triteretd with diethyl ether, filtered and dried to provide 35 g (84%) of the desired product as a brown solid. Electrospray Mass Spec 416, (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-099e291be6ed479c86d95d408f284ad9
Source noteuspto-grants-1999_07