Pyridine-2-carbonitrile → Pyridine-2-carboximidamide hydrochloride

HRID 487275

Reaktionsgleichung

Reaktionsgleichung von HRID 487275
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].[Cl-:9].[NH4+:10]>CO.C[O-].[Na+]>[ClH:9].[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:1]([NH2:10])=[NH:2]

Komponenten

5

Edukt 2

HCID 7522Pyridine-2-carbonitrileHCID 25517Ammonium Chloride

Produkt 1

HCID 12403615Pyridine-2-carboximidamide hydrochlorideAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10942334Sodium MethoxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-cyanopyridine (20.0 g, 0.19 mol) in methanol (300 ml) under argon was added sodium methoxide (0.5 g). The reaction mixture was stirred at room temperature for 24 hours, then ammonium chloride (10.7 g, 0.2 mol) was added. The mixture was stirred at room temperature for 3.5 hours and the solvent was removed in vacuo. The residue was diluted with isopropanol (20 ml) and ether (400 ml) and a solid was collected by filtration to afford 28.2 g (87%) of 2-pyridinecarboxamidine hydrochloride as a white solid, m.p. 141°-142° C. when dried at 40° C. in high vacuum.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 3.5 hours
  2. customthe solvent was removed in vacuo
  3. additionThe residue was diluted with isopropanol (20 ml) and ether (400 ml)
  4. filtrationa solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-8c89d28882ec4d119741ec8fd10c6cd2
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05294612

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