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Water → HCID 22174484, Verbindung

HRID 1797320
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1797320
[CH3:1][C:2](=[CH2:11])[C:3]([O:5][CH2:6][CH2:7][N:8]=[C:9]=[O:10])=[O:4].[NH2:12][C:13]1[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=1[NH:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH3:35])=[O:28])=[C:23]([Cl:36])[CH:22]=1.O.CCOC(C)=O>N1C=CC=CC=1>[CH3:11][C:2](=[CH2:1])[C:3]([O:5][CH2:6][CH2:7][NH:8][C:9]([NH:12][C:13]1[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=1[NH:20][C:21]1[CH:26]=[CH:25][C:24]([C:27](=[O:28])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH3:35])=[C:23]([Cl:36])[CH:22]=1)=[O:10])=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 354092-Isocyanatoethyl methacrylateHCID 9801969EO-1428

Produkt 1

HCID 22174484HCID 22174484, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

2-Isocyanatoethyl 2-methylacrylate (0.31 g, 2.2 mmol) was slowly added to a solution of {4-[(2-amino-4-bromophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone (0.60 g, 1.44 mmol)(disclosed in WO 01/05744) in dry pyridine (3.00 mL). The solution was stirred at room temperature for 6 h after which it was poured into a mixture of water and EtOAc. The aqueous phase was extracted with more EtOAc (×2). The combined organic phases were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography using petroleum ether/EtOAc 4:1 as the eluent to afford the title compound as a light brown solid.

Aufarbeitung

  1. extractionThe aqueous phase was extracted with more EtOAc (×2)
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-53a287d3734242fc864f469153df2d91
Quelldatensatz
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07034015B2

Notizen zur Reaktion

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