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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 266247Erstellt: 24. Oktober 2026

Dimethylformamide → (2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochloride

https://huagongshe.com/de/reaction/266247

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktIsopropyl AcetateHCID 7915—
EduktDiphosgeneHCID 10426—
Edukt(alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acidHCID 5486924—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochlorideHCID 14038209794%

Reaktionsschritte

Dimethylformamide (0.8 g, 11 mmol) was added to 9 ml of tetrahydrofuran, followed by ice-cooling. To the resulting mixture, 0.6 ml of trichloromethyl chloroformate was added dropwise under ice-cooling. After stirring the resulting mixture for 30 minutes, the mixture was cooled to -10° C. (Z)-2-(2-Amino-thiazol-4-yl)-2-methoxyiminoacetic acid (840 mg, 4.2 mmol) was added and the mixture so obtained was stirred for 2 hours. The mixture was added with 9 ml of isopropyl acetate, followed by stirring for 30 minutes. A precipitate was collected by filtration under a nitrogen gas stream and then dried at room temperature, whereby 1.23 g of the title compound were obtained (yield: 94%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05650518
Quelldatensatzuspto-grants-1997_07
ORD IDord-a0f791409a584fea8fb7fb0116e3a933
Quellennotizuspto-grants-1997_07