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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964506Generated: October 31, 2026

N-bromobutanimide → HCID 66681584, compound

https://huagongshe.com/reaction/1964506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66681386HCID 66681386—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66681584HCID 6668158460.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Ethyl 2-[1-(t-butoxycarbonyl)-1H-pyrrol-2-yl]-1,3-thiazole-5-carboxylate (800 mg, 2.48 mmol) synthesized in Example (5a) was dissolved in tetrahydrofuran (30 mL), and cooled to 0° C. N-Bromosuccinimide (442 mg, 2.48 mmol) was added with stirring under nitrogen atmosphere, and subsequently stirring was carried out at room temperature for 19 hours. A saturated aqueous sodium hydrogencarbonate solution (30 mL) was added, and extraction was carried out with ethyl acetate (30 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=0%-30%) to afford the desired compound (598 mg, yield 60%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-479be7f1b7374e8cb7c242835297d652
Source noteuspto-grants-2013_04