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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20496Erstellt: 23. Oktober 2026

Methanol → 4-(Methoxymethyl)-1,3-thiazol-2-amine

https://huagongshe.com/de/reaction/20496

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
Edukt4-Chloromethylthiazol-2-ylamineHCID 73229—
EduktSodium bis(trimethylsilyl)amideHCID 2724254—
Produkt4-(Methoxymethyl)-1,3-thiazol-2-amineHCID 2309252721%

Reaktionsschritte

Sodium hexamethyldisilazide (10M in THF, 0.67 mL, 0.67 mmol) was added to a solution of 4-(chloromethyl)-1,3-thiazol-2-amine (J. Indian Chem. Soc. 1960, 37, 241; 100 mg, 0.67 mmol) in methanol (5 mL) followed by stirring under argon at ambient temperature for 72 h. The solvent was then removed under reduced pressure and the residue was taken up in saturated aqueous sodium hydrogencarbonate (20 mL) and ethyl acetate (50 mL). The organic layer was separated then dried (MgSO4); filtered and evaporated. Purification by column chromatography, eluting with 80% to 100% ethyl acetate in hexanes, afforded the title compound as a colourless oil (20 mg, 21%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745475B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-7dd8a60206c64f17a3ef8992c5a54d1b
Quellennotizuspto-grants-2010_06