Dimethylformamide dimethyl acetal → N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine

HRID 605077Notes

Reaction equation

HRID 605077 reaction equation
[NH2:1][C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>C1(C)C=CC=CC=1>[C:4]([C:3]1[C:2]([N:1]=[CH:12][N:13]([CH3:15])[CH3:14])=[N:9][CH:8]=[CH:7][CH:6]=1)#[N:5]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 8182592-Amino-3-cyanopyridine

Product 1

HCID 66808319N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidineYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-Amino-nicotinonitrile (5 g, 42 mmol) and N,N-Dimethylformamide dimethyl acetal (6.13 mL, 46.2 mmol) in toluene (20 mL) was heated at reflux for 3 hours. After cooling to room temperature, the solution was concentrated under vacuum to provide the title compound (7.3 g, 100%).

Workup

  1. temperatureat reflux for 3 hours
  2. concentrationthe solution was concentrated under vacuum

Sources & evidence

ORD record
ord-56ebdd2875d743dfb4060ea66f2176df
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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