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HRID 451340Erstellt: 24. Oktober 2026

Sodium Hydroxide → 4-{benzyl[(2-chloro-1,3-thiazol-5-yl)methyl]amino}furan-2(5H)-one

https://huagongshe.com/de/reaction/451340

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt2-Chloro-5-chloromethylthiazoleHCID 2763179—
Edukt4-(benzylamino)furan-2(5H)-oneHCID 13402453—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt4-{benzyl[(2-chloro-1,3-thiazol-5-yl)methyl]amino}furan-2(5H)-oneHCID 6848919771%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

6.3 g of 4-(benzylamino)furan-2(5H)-one (Example 16) are initially charged in 75 ml of dimethoxyethane at room temperature. Subsequently, 1.3 g of sodium hydroxide are added and, at 40° C., 34.4 g of a 15% solution of 2-chloro-5-(chloromethyl)-1,3-thiazole in dimethoxyethane are metered in. The mixture is stirred at 50° C. for a further 6 h. The solvent is substantially removed under reduced pressure and the residue is admixed with 50 ml of water and 50 ml of methylene chloride. The organic phase is removed, and the aqueous phase is extracted once again with 50 ml of methylene chloride. The combined methylene chloride phases are dried over sodium sulphate and the solvent is removed under reduced pressure. 6.9 g of 4-{benzyl[(2-chloro-1,3-thiazol-5-yl)methyl]amino}furan-2(5H)-one are obtained (this corresponds to 71% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08487112B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-21a7e2cd56fd4ac88c4bb560daf0bd29
Quellennotizuspto-grants-2013_07