5-Aminopyridine-2-carbonitrile → HCID 178510044, Verbindung

HRID 2408129

Reaktionsgleichung

Reaktionsgleichung von HRID 2408129
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[N:10]1([C:16]2[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=2)[CH:19]=O)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[N:10]1([C:16]2[CH:17]=[C:18](/[CH:19]=[N:1]/[C:2]3[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=3)[CH:21]=[CH:22][CH:23]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Komponenten

5

Edukt 2

HCID 38713955-Aminopyridine-2-carbonitrileHCID 71645843-Morpholinobenzaldehyde

Produkt 1

HCID 178510044HCID 178510044, VerbindungAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The mixture solution of 5-amino-pyridine-2-carbonitrile (9.3 g, 78.4 mmol), 3-morpholin-4-yl-benzaldehyde (15.0 g, 78.4 mmol) and p-toluenesulfonic acid (271.8 mg, 1.4 mmol) in toluene (150 mL) was heated to reflux for 12 h. Then the reaction mixture was cooled to room temperature. The solvent was removed in vacuo and the residue was washed with ether to afford 5-{[1-(3-morpholin-4-yl-phenyl)-meth-(E)-ylidene]-amino}-pyridine-2-carbonitrile (22.9 g, quant.) as a light yellow solid: MS (ESI) M+1=293.0.

Aufarbeitung

  1. temperatureto reflux for 12 h
  2. customThe solvent was removed in vacuo
  3. washthe residue was washed with ether

Quellen und Nachweise

ORD-Eintrag
ord-c9d7d888639e442fab511ab3e82ecc93
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809369B2

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