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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402330Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzothiazole

https://huagongshe.com/reaction/402330

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Amino-4-(trifluoromethyl)benzenethiol hydrochlorideHCID 2734678—
Edukt3-FluoroisonicotinaldehydeHCID 2763003—
LösungsmittelWaterHCID 962—
Produkt2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzothiazoleHCID 6711376160,1%

Reaktionsbedingungen

Temperatur170 °C

Reaktionsschritte

A mixture of 2.3 g of 2-amino-4-(trifluoromethyl)-benzenethiol hydrochloride, 1.25 g of 3-fluoroisonicotinaldehyde, 1.29 g of N-ethyldiisopropylamine and 10 ml of DMSO was stirred for 5 hours at 170° C. The reaction mixture was cooled down to room temperature. To the reaction mixture was added water, and the resultant mixture was extracted with ethyl acetate twice. The combined organic layers were washed with water and saturated saline, dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, to obtain 1.79 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzothiazole (hereinafter, referred to as the present compound 1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08742112B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-81783412adec46318b8f5c9a7909478f
Quellennotizuspto-grants-2014_06