Ammonia → 2-(Hydroxyacetylamino)-6-(methylamino)benzonitrile

HRID 2248759Notes

Reaction equation

HRID 2248759 reaction equation
C([O:4][CH2:5][C:6]([NH:8][C:9]1[CH:16]=[CH:15][CH:14]=[C:13]([NH:17][CH3:18])[C:10]=1[C:11]#[N:12])=[O:7])(=O)C.N>CO>[OH:4][CH2:5][C:6]([NH:8][C:9]1[CH:16]=[CH:15][CH:14]=[C:13]([NH:17][CH3:18])[C:10]=1[C:11]#[N:12])=[O:7]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 149862602-(Acetoxyacetylamino)-6-(methylamino)benzonitrile

Product 1

HCID 149862652-(Hydroxyacetylamino)-6-(methylamino)benzonitrileYield 84.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(acetoxyacetylamino)-6-(methylamino)benzonitrile (2 g) in methanol (250 ml) is added dropwise 28% aqueous ammonia (5.5 ml). The mixture is stirred at room temperature for 30 minutes, and thereafter, the solvent is distilled off under reduced pressure. The resulting crude crystals are recrystallized from ethanoltoluene to give the title compound (1.4 g) having the following physical properties.

Workup

  1. distillationthe solvent is distilled off under reduced pressure
  2. customThe resulting crude crystals are recrystallized from ethanoltoluene

Sources & evidence

ORD record
ord-d8c36cbb7ab04a3db84c0076d788bbd1
Source dataset
uspto-grants-1991_08
Patent number
US05041462

Reaction notes

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