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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 642294Erstellt: 26. Oktober 2026

N-bromobutanimide → 4-Bromomethyl-2-(4-methoxy-phenyl)-thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/642294

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-bromobutanimideHCID 67184—
EduktEthyl 2-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylateHCID 7540952—
KatalysatorBenzoyl PeroxideHCID 7187—
LösungsmittelCarbon TetrachlorideHCID 5943—
Produkt4-Bromomethyl-2-(4-methoxy-phenyl)-thiazole-5-carboxylic acid ethyl esterHCID 6842741894,3%

Reaktionsschritte

A mixture of 2-(4-Methoxy-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester (1.41 g, 5.09 mmol), N-bromosuccinimide (951 mg, 5.34 mmol) and benzoyl peroxide (62 mg, 0.25 mmol) in carbon tetrachloride (20 mL) was refluxed for 15 h before it was cooled to room temperature and partitioned between dichloromethane and water, the organic layer was washed with saturated aqueous sodium bicarbonate solution, brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a yellow solid (1.71 g): MS: (+) m/z 355.96, 357.96 (M+1, 79Br/81Br).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07696223B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-084115644596457d9a8a75ade597e29d
Quellennotizuspto-grants-2010_04