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

HRID 460523

Reaktionsgleichung

Reaktionsgleichung von HRID 460523
[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-5aa0404138ec4049b12c402df014f8e0
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196202B2

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