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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1620505Erstellt: 25. Oktober 2026

1-Naphthaldehyde → HCID 178456900, Verbindung

https://huagongshe.com/reaction/1620505

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-NaphthaldehydeHCID 6195—
EduktSodium BicarbonateHCID 516892—
EduktSodium triacetoxyborohydrideHCID 5049666—
EduktHCID 178456897HCID 178456897—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTriethylamineHCID 8471—
ProduktHCID 178456900HCID 178456900—

Reaktionsschritte

To a solution of (5Z)-5-(piperidin-4-ylmethylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one dihydrochloride (200 mg) in DMF (3 mL) were added triethylamine (0.35 mL) and naphthalene-1-carbaldehyde (0.09 mL). The reaction mixture was stirred at room temperature for 1 hr, and sodium triacetoxyborohydride (554 mg) was added. The reaction mixture was stirred at room temperature for 3 hr, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (104 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08772277B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-453f5247c66147cb840bcc81ed3e4ba0
Quellennotizuspto-grants-2014_07