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HRID 3656Erstellt: 24. Oktober 2026

4-Methylmorpholine → N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide

https://huagongshe.com/de/reaction/3656

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
EduktTetrahydrofuranHCID 8028—
Edukt3-Phenylbutyric acidHCID 20724—
EduktIsobutyl chloroformateHCID 62365—
Edukt5,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 5098605—
LösungsmittelDiethyl EtherHCID 3283—
ProduktN-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramideHCID 18935170—

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

Dissolve 3-phenylbutyric acid (1.0 g, 6.1 mmol) in tetrahydrofuran (20 ml), treat with N-methylmorpholine (0.67 ml, 6.1 mmol) and cool to -20° C. Add isobutyl chloroformate (0.79 ml, 6.1 mmol) and stir for 20 minutes. Then add 1,3-di-n-propyl-5,6-diaminouracil (1.4 g, 6.1 mmol, in 5 ml dimethylformamide) and stir the reaction at -20° C. for 3 hours. Then dilute the reaction with diethyl ether (400 ml) and separate the layers. Rinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml), dry over anhydrous magnesium sulfate, filter and concentrate under vacuum to provide N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide (2.23 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05734052
Quelldatensatzuspto-grants-1998_03
ORD IDord-a89a3e5e7d9441a2aad27464a69c6f6b
Quellennotizuspto-grants-1998_03