Methylamine → 6-(Methylamino)pyridine-3-carbonitrile

HRID 374575Notes

Reaction equation

HRID 374575 reaction equation
C[N:2]([CH:4]=[C:5]([C:10]#[N:11])[CH:6]=[CH:7][C:8]#[N:9])C.[CH3:12]N>CN(C=O)C>[CH3:12][NH:9][C:8]1[CH:7]=[CH:6][C:5]([C:10]#[N:11])=[CH:4][N:2]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 37308924-[(Dimethylamino)methylidene]pent-2-enedinitrile

Product 1

HCID 178608996-(Methylamino)pyridine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.4 g of dimethylaminomethylene-glutacononitrile, 100 ml of DMF and 4.4 g of 35.6% strength aqueous methylamine solution were held for 2 hours at 80° C. in an 0.3 l V4A autoclave. After the mixture had been removed and concentrated, 6.4 g of 2-methylamino-5-cyanopyridine (purity 93%) were obtained, which corresponds to 90.2% of theory.

Workup

  1. customAfter the mixture had been removed
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c0ad1f8d48b14744ae5ce323da9b4292
Source dataset
uspto-grants-1996_01
Patent number
US05480995

Reaction notes

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