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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100377Generated: November 1, 2026

Sodium hydride → HCID 68828788, compound

https://huagongshe.com/reaction/2100377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-Bromo-3-hydroxybenzoateHCID 6425184—
ReactantN-(2-Iodoethyl)methanesulfonamideHCID 21344428—
SolventDimethylformamideHCID 6228—
ProductHCID 68828788HCID 6882878823.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Methyl 4-bromo-3-hydroxybenzoate (231 mg) and N-(2-iodoethyl)methanesulfonamide (274 mg) were dissolved in DMF (10 ml), sodium hydride (64 mg, 60% dispersion in mineral oil) was added and the reaction heated at 80° C. for 20 hours. The solvent was evaporated in vacuo and the residue purified by SPE (5 g, Si), eluting with a chloroform/methanol gradient (0-5% methanol). The solvents were evaporated under vacuum from the product fractions to give methyl 4-bromo-3({2-[(methylsulfonyl)amino]ethyl}oxy)benzoate as a colourless gel (83 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572790B2
Source datasetuspto-grants-2009_08
ORD IDord-acaa5b19ac3749a6b58fd89515c585b1
Source noteuspto-grants-2009_08