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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253934Generated: October 26, 2026

Triethylamine → N-(5-bromopyridin-3-yl)ethanesulfonamide

https://huagongshe.com/reaction/1253934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthanesulfonyl chlorideHCID 11667—
ReactantSodium HydroxideHCID 14798—
Reactant3-Amino-5-bromopyridineHCID 817681—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-(5-bromopyridin-3-yl)ethanesulfonamideHCID 66788384—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-bromopyridin-3-amine (1.73 g, 10 mmol) and triethylamine (4.05 g, 40 mmol) in DCM (100 mL) was added a solution of ethanesulfonyl chloride (3.86 g, 30 mmol) in DCM (20 mL) at 0° C. The mixture was stirred at 0° C. for 1 h. 1N NaOH in water (10 mL) and methanol (20 mL) were added and the mixture was concentrated in vacuo, Silica gel (20 g) and DCM (100 mL) were added and the mixture was concentrated in vacuo. The residue was purified by silica chromatography eluting with a 0 to 5% MeOH-DCM gradient to give N-(5-bromopyridin-3-yl)ethanesulfonamide. ESI-MS: m/z 265.2, 267.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455522B2
Source datasetuspto-grants-2013_06
ORD IDord-d641fc8c4e1340c1be6af1dc88c95aa1
Source noteuspto-grants-2013_06