Dimethylformamide dimethyl acetal → N'-(2-cyano-4-methoxy-5-benzyloxyphenyl)-N,N-dimethylimidoformamide

HRID 896257Notes

Reaction equation

HRID 896257 reaction equation
[NH2:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7]([O:18][CH3:19])=[CH:6][C:3]=1[C:4]#[N:5].[CH3:20][N:21]([CH:23](OC)OC)[CH3:22]>C1(C)C=CC=CC=1>[C:4]([C:3]1[CH:6]=[C:7]([O:18][CH3:19])[C:8]([O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:9][C:2]=1[N:1]=[CH:20][N:21]([CH3:23])[CH3:22])#[N:5]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 117015842-Amino-4-(benzyloxy)-5-methoxybenzonitrile

Product 1

HCID 11609261N'-(2-cyano-4-methoxy-5-benzyloxyphenyl)-N,N-dimethylimidoformamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-amino-4-benzyloxy-5-methoxy benzonitrile (102 g, 400 mmol) in toluene (1.51) was reacted with DMF-DMA (110 ml, 780 mmol) at reflux for 5 hours. The solvent was evaporated, the residue triturated with ether to give title compound as yellow solid.

Workup

  1. temperatureat reflux for 5 hours
  2. customThe solvent was evaporated
  3. customthe residue triturated with ether

Sources & evidence

ORD record
ord-395d8c12acfd43f092278532e885aad7
Source dataset
uspto-grants-2005_07
Patent number
US06919338B2

Reaction notes

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