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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405086Generated: October 26, 2026

Triethylamine → N-(4-bromo-3-chlorophenyl)methanesulfonamide

https://huagongshe.com/reaction/1405086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-Bromo-3-chloroanilineHCID 88888—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-bromo-3-chlorophenyl)methanesulfonamideHCID 2219385821.1%

Reaction Steps

To a solution of Intermediate 62A (0.843 g, 4.08 mmol) in THF (20.41 mL) was added triethylamine (5.69 mL, 40.8 mmol) followed by methanesulfonyl chloride (0.414 mL, 5.31 mmol). The reaction mixture was allowed to stir at room temperature for 3 days, then quenched with a saturated aqueous solution of NaHCO3 and diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (2×). The organic phases were combined, dried over Na2SO4, filtered, and concentrated to afford the title compound (245 mg, 0.861 mmol, 21.09% yield) as a white solid. HPLC Ret timej: 1.32 min. MS (ES): m/z=284.2 [M+H]−. Intermediate 62 was used in the synthesis of Example 212.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916553B2
Source datasetuspto-grants-2014_12
ORD IDord-2c2e4693017549848056480b352c7ce9
Source noteuspto-grants-2014_12