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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2275477Erstellt: 25. Oktober 2026

Benzoyl chloride → 1-Benzoyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isourea

https://huagongshe.com/reaction/2275477

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl chlorideHCID 7412—
EduktTriethylamineHCID 8471—
Edukt1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isoureaHCID 86664633—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelHexaneHCID 8058—
Produkt1-Benzoyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isoureaHCID 8666464072,4%

Reaktionsschritte

To a solution of 1,3-dicyclohexyl-O—(N-2-butylideneamino)-isourea (Cmpd. 2) (7.34 g, 25 mmol) and 4-dimethylaminopyridine (100 mg) in dichloromethane (25 ml) and triethylamine (3.9 ml, 27.5 mmol) is added benzoyl chloride (3.58 g, 25.5 mmol). The mixture is stirred 6 h at room temperature, diluted with hexane (200 ml), washed with water (4×20 ml), dried over MgSO4 and evaporated. The residue is chromatographed on silica gel (hexanes-ethyl acetate 4:1) and the pure fractions are recrystallized from hexane to afford 7.2 g of the title compound as white crystals, mp 74-78° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09127098B2
Quelldatensatzuspto-grants-2015_09
ORD IDord-818767914b55479cbb6a79bd266b4120
Quellennotizuspto-grants-2015_09