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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1377951Erstellt: 24. Oktober 2026

Methanol → methyl (E)-2-(2-dimethylaminomethylidenaminothiazol-4-yl)-2-methoxyiminoacetate

https://huagongshe.com/reaction/1377951

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTetrahydrofuranHCID 8028—
EduktSodium BicarbonateHCID 516892—
Edukt(alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acidHCID 5486924—
EduktDimethylaminochloromethyleneammonium chlorideHCID 86750850—
Produktmethyl (E)-2-(2-dimethylaminomethylidenaminothiazol-4-yl)-2-methoxyiminoacetateHCID 8675085395%

Reaktionsbedingungen

Temperatur-3 °C

Reaktionsschritte

Dimethylaminochloromethyleneammonium chloride (400 mg, 3.1 mmol) was dissolved in 10 ml of tetrahydrofuran, followed by cooling to -3° C. The solution was added with 300 mg (1.5 mmol) of (Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetic acid and the mixture so obtained was stirred for 40 minutes. After the resulting mixture was added with 10 ml of methanol and was then stirred for 10 minutes at room temperature, the mixture was poured into 50 ml of a saturated aqueous solution of sodium hydrogencarbonate. The mixture so obtained was extracted four times with 20 ml portions of chloroform. The extract was dried over anhydrous magnesium sulfate. The dried matter was then concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column, whereby 383 mg of the title compound were obtained (yield: 95%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05665888
Quelldatensatzuspto-grants-1997_09
ORD IDord-1ffb27986c904f39a2c081fe5c161df6
Quellennotizuspto-grants-1997_09