N'-(6-Cyano-3-methyl-2,4-dinitro-phenyl)-N,N-dimethyl-methanimidamide → HCID 178430523, Verbindung

HRID 968788Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 968788
[C:1]([C:3]1[C:8]([N:9]=[CH:10]N(C)C)=[C:7]([N+:14]([O-])=O)[C:6]([CH3:17])=[C:5]([N+:18]([O-])=O)[CH:4]=1)#[N:2]>[Pd].CO>[NH2:18][C:5]1[CH:4]=[C:3]([C:1]#[N:2])[C:8]2[N:9]=[CH:10][NH:14][C:7]=2[C:6]=1[CH3:17]

Komponenten

4

Edukt 1

HCID 59016305N'-(6-Cyano-3-methyl-2,4-dinitro-phenyl)-N,N-dimethyl-methanimidamide

Produkt 1

HCID 178430523HCID 178430523, VerbindungAusbeute 102,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of N′-(6-cyano-3-methyl-2,4-dinitro-phenyl)-N,N-dimethyl-methanimidamide (8) (0.607 g, 2.42 mmol) and 10% palladium on carbon (0.23 g of 50% water wet) and methanol (60 mL) is agitated under hydrogen pressure (43 psi) for about 4.5 hours. The vessel is then flushed with nitrogen and the mixture is heated to 60° C. for about 2.5 hours. The mixture is allowed to cool to ambient temperature and is then filtered through a pad of Celite. The solvent is then evaporated in vacuo to provide 6-Amino-7-methyl-1H-benzimidazole-4-carbonitrile (10) (0.426 g, >100% crude Yield), as a brown solid.

Aufarbeitung

  1. customThe vessel is then flushed with nitrogen
  2. temperatureto cool to ambient temperature
  3. filtrationis then filtered through a pad of Celite
  4. customThe solvent is then evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-80b7e7436e144163af9fee8ac0584584
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07304084B2

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