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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 336834Erstellt: 24. Oktober 2026

Nitrogen mustard hydrochloride → 2-(4-Methylpiperazin-1-yl)-1,3-thiazole-5-carbaldehyde

https://huagongshe.com/de/reaction/336834

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogen mustard hydrochlorideHCID 5935—
EduktPotassium CarbonateHCID 11430—
Edukt2-Amino-1,3-thiazole-5-carbaldehydeHCID 2737798—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-Methylpiperazin-1-yl)-1,3-thiazole-5-carbaldehydeHCID 149023450,9%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

In a 25 ml flask are added 0.5 g of 2-aminothiazole-5-carboxaldehyde, 1.35 g of K2CO3 in 5 ml of DMF. After dissolution, 0.901 g of 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride are added. The mixture is left at room temperature for 1 h then heated to 90° C. for 5 h. Next, the mixture is evaporated, dissolved in 100 ml of water, and the aqueous phase is extracted three times with ethyl acetate. The organic phases are combined, washed with sodium chloride saturated solution, dried over sodium sulfate, filtered, and evaporated to yield 420 mg (50%) of 2-(4-methylpiperazin-1-yl)thiazole-5-carboxaldehyde.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889711B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-39af4352341447feae9be1a7f75ba4c3
Quellennotizuspto-grants-2014_11