Ammonium Chloride → 2-Methyl-4-(2-pyrimidinylmethoxy)aniline

HRID 402692Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 402692
[CH3:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[N+:16]([O-])=O)[O:5][CH2:6][C:7]1[N:12]=[CH:11][CH:10]=[CH:9][N:8]=1.[Cl-].[NH4+]>C(O)C.O.[Fe]>[CH3:1][C:2]1[CH:3]=[C:4]([O:5][CH2:6][C:7]2[N:8]=[CH:9][CH:10]=[CH:11][N:12]=2)[CH:13]=[CH:14][C:15]=1[NH2:16]

Komponenten

6

Edukt 2

HCID 25517Ammonium ChlorideHCID 867083912-[(3-Methyl-4-nitrophenoxy)methyl]pyrimidine

Produkt 1

HCID 626995032-Methyl-4-(2-pyrimidinylmethoxy)anilineAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 2-[(3-methyl-4-nitrophenoxy)methyl]pyrimidine (0.18 g, 0.7 mmol) in ethanol (4.0 mL) and water (1.0 mL), iron (0.40 g, 7.2 mmol) and ammonium chloride (0.020 g, 0.37 mmol) were added. The mixture was refluxed for 1.5 h. Cooled to ambient temperature, the reaction mixture was filtered over Celite to remove unneeded materials and the filtrate was concentrated to afford 2-methyl-4-(2-pyrimidinylmethoxy)aniline (0.15 g, crude material) as solid.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 1.5 h
  2. filtrationthe reaction mixture was filtered over Celite
  3. customto remove unneeded materials
  4. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-40efd4005d31432296f872f2bb583007
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08742113B2

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