Water → Ethyl 2-[3-phenyl-1-(3-chloropropyl)ureido]isobutyrate

HRID 355654Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 355654
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17].O>C1(C)C=CC=CC=1>[C:1]1([NH:7][C:8](=[O:9])[N:14]([C:15]([CH3:21])([CH3:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:13][CH2:12][CH2:11][Cl:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 7672Phenyl isocyanateHCID 21829920Ethyl 2-(3-chloropropylamino)isobutyrate

Produkt 1

HCID 21829914Ethyl 2-[3-phenyl-1-(3-chloropropyl)ureido]isobutyrateAusbeute 96,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Phenyl isocyanate (2.8 g) was added to a solution of the above crude ethyl 2-(3-chloropropylamino)isobutyrate (5 g) in toluene (30 mL) which was cooled to 0° C., and the mixture was stirred overnight at 0° C. to room temperature. After adding water, the reaction solution was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 7.4 g of crude ethyl 2-[3-phenyl-1-(3-chloropropyl)ureido]isobutyrate.

Aufarbeitung

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bef302b83084410fbfcbfb735e9c59f1
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05834401

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