Urea → 6-[[1-Phenyl-2-oxo-2,3-dihydro-1H-benzoimidazol-6-yl]oxy]hexanoic acid methyl ester

HRID 1070858

Reaktionsgleichung

Reaktionsgleichung von HRID 1070858
[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:11]=1.N[C:26](N)=[O:27]>O>[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]2[NH:16][C:26](=[O:27])[N:17]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:12]=2[CH:11]=1

Komponenten

4

Edukt 2

HCID 1176UreaHCID 120430856-(3-Phenylamino-4-aminophenyl)oxyhexanoic acid methyl ester

Produkt 1

HCID 694331146-[[1-Phenyl-2-oxo-2,3-dihydro-1H-benzoimidazol-6-yl]oxy]hexanoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

7.5 g of 6-(3-phenylamino-4-aminophenyl)oxyhexanoic acid methyl ester was mixed with 8.23 g of urea, and the mixture was heated to 140° C. for 4 hours. After cooling, it was mixed with water, extracted three times with ethyl acetate, the combined organic phases were washed with saturated sodium chloride solution, dried on sodium sulfate and concentrated by evaporation in a vacuum. The residue was crystallized from diisopropyl ether. 4.27 g was obtained.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionextracted three times with ethyl acetate
  3. washthe combined organic phases were washed with saturated sodium chloride solution
  4. customdried on sodium sulfate
  5. concentrationconcentrated by evaporation in a vacuum
  6. customThe residue was crystallized from diisopropyl ether
  7. custom4.27 g was obtained

Quellen und Nachweise

ORD-Eintrag
ord-47c65c2bb94841f18cdac4ca3bba09e9
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06903126B2

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