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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583298Generated: October 30, 2026

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

https://huagongshe.com/reaction/583298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant2-(4-Methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl esterHCID 15859208—
CatalystAzobisisobutyronitrileHCID 6547—
SolventChloroformHCID 6212—
Product5-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl esterHCID 5421835950.1%

Reaction Steps

To a solution of 1.00 g (2.985 mmol) of the product of Example 3 in 100 mL of CHCl3 was added 0.531 g (2.985 mmol) of N-bromosuccinimide and 0.025 g of AIBN. The resulting mixture was heated to reflux for 18 h and then an additional 0.411 g of NBS and 0.013 g of AIBN were added to the reaction. After refluxing the reaction for another 5 h the reaction mixture was cooled to room temperature, washed with sodium sulfite solution and water, dried over MgSO4, filtered and concentrated in vacuo. The residue was triturated with ether-hexanes to provide 0.62 g (50%) of the desired product as a white solid. EI Mass Spec 413 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-085326c50a0e445a871417dbdf2d83c2
Source noteuspto-grants-1999_07