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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241519Erstellt: 24. Oktober 2026

Water → 4-bromo-3-chloro-N-trimethylsilanylmethyl-thiobenzimidic acid methyl ester

https://huagongshe.com/de/reaction/241519

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
EduktCesium carbonateHCID 10796—
Edukt4-bromo-3-chloro-N-trimethylsilanylmethylthiobenzamideHCID 86685705—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-bromo-3-chloro-N-trimethylsilanylmethyl-thiobenzimidic acid methyl esterHCID 6683665976,2%

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

To a solution of 4-bromo-3-chloro-N-trimethylsilanylmethyl-thiobenzamide (10.40 g, 30.88 mmol) in THF (200 mL) was added methyl iodide (5.77 mL, 13.15 g, 92.7 mmol) and Cs2CO3 (30.19 g, 92.7 mmol) at −5° C. After 1 h at this temperature, the mixture was heated at 40° C. and stirred over night. Water was added and the mixture was extracted three times with MTBE. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuum. The residue was purified by filtration over a short plug of silica gel to give the title compound (8.25 g), which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653000B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-c293342cb2f44c8c9470e59173be86d6
Quellennotizuspto-grants-2014_02