Sodium Hydroxide → 4-(2-Chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamine

HRID 12082

Reaktionsgleichung

Reaktionsgleichung von HRID 12082
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[C:4]([CH3:10])[CH:3]=1.[OH-].[Na+].[Cl:13][C:14]1[N:19]=[C:18](Cl)[CH:17]=[CH:16][N:15]=1>O.CC(C)=O>[Cl:13][C:14]1[N:19]=[C:18]([O:9][C:5]2[C:4]([CH3:10])=[CH:3][C:2]([NH2:1])=[C:7]([CH3:8])[CH:6]=2)[CH:17]=[CH:16][N:15]=1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 765444-Amino-2,5-dimethylphenolHCID 775312,4-Dichloropyrimidine

Produkt 1

HCID 866289744-(2-Chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 7.55 g (55 mmol) 4-amino-2,5-dimethylphenol and 2.4 g NaOH (2M) in 30 ml water were added dropwise to a solution of 7.45 g (50.0 mmol) of 2,4-dichloropyrimidine in 50 ml of acetone. The reaction mixture was stirred for 20 h at ambient temperature. After concentration in vacuo and addition of 150 ml water the formed precipitate was filtered by suction. Yield 10.6 g (75%) with a purity of 88% log P (pH=2.3)=1.37.

Aufarbeitung

  1. concentrationAfter concentration
  2. additionin vacuo and addition of 150 ml water the formed precipitate
  3. filtrationwas filtered by suction

Quellen und Nachweise

ORD-Eintrag
ord-610324e3dbed44829fe73fecbe0634b1
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727986B2

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