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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554345Generated: October 30, 2026

Water → 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde

https://huagongshe.com/reaction/554345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant2-Methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehydeHCID 86232824—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehydeHCID 8623276586.6%

Reaction Steps

To a solution of 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (2.00 g) in N,N-dimethylformamide (20 mL) was added N-bromosuccinimide (1.56 g) at 0° C., and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, filtrated, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=3:1) to give the title compound as a white solid (yield 2.28 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-15d35e15edf44b6e8049fa9d3f602748
Source noteuspto-grants-2011_11