Ethanol → 4-(4-Aminophenoxy)-2-butyrylaminopyridine

HRID 387931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 387931
[C:1]([NH:6][C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)[CH:10]=[CH:9][N:8]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].[Cl-].[NH4+].C(O)C.CN(C)C=O>[Fe].O>[NH2:20][C:17]1[CH:16]=[CH:15][C:14]([O:13][C:11]2[CH:10]=[CH:9][N:8]=[C:7]([NH:6][C:1](=[O:5])[CH2:2][CH2:3][CH3:4])[CH:12]=2)=[CH:19][CH:18]=1

Komponenten

7

Edukt 4

HCID 702EthanolHCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 229366772-Butyroylamino-4-(4-nitrophenoxy)pyridine

Produkt 1

HCID 229364634-(4-Aminophenoxy)-2-butyrylaminopyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 0.6 g of 2-butyrylamino-4-(4-nitrophenoxy)pyridine, 1.2 g of iron powder, 2.8 g of ammonium chloride, 10 ml of ethanol, 10 ml of dimethylformamide and 5 ml of water was vigorously stirred at 100° C. for 10 minutes. The reaction was filtered with celite, the solvent was distilled off under reduced pressure, and then water was added to the filtrate and extraction was performed with ethyl acetate. The extract was dried over magnesium sulfate and the solvent distilled off under reduced pressure to obtain 0.6 g of the target substance as a light yellow solid.

Aufarbeitung

  1. filtrationThe reaction was filtered with celite
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionwater was added to the filtrate and extraction
  4. dry with materialThe extract was dried over magnesium sulfate
  5. distillationthe solvent distilled off under reduced pressure
  6. customto obtain 0.6 g of the target substance as a light yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-fbf189f6177642c09de1423dc7d6e9e0
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372981B2

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