N-HYDROXY-2,4,6-TRIMETHOXY-BENZAMIDINE → 2,4,6-Trimethoxy-benzamidine

HRID 1734573Notes

Reaction equation

HRID 1734573 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]([O:15][CH3:16])[C:4]=1[C:5](=[N:7]O)[NH2:6]>CO.ClCCl.C(O)(=O)C.[Ni]>[CH3:16][O:15][C:9]1[CH:10]=[C:11]([O:13][CH3:14])[CH:12]=[C:3]([O:2][CH3:1])[C:4]=1[C:5]([NH2:7])=[NH:6]

Participants

4

Reactant 1

HCID 5191888N-HYDROXY-2,4,6-TRIMETHOXY-BENZAMIDINE

Product 1

HCID 44542722,4,6-Trimethoxy-benzamidine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21877243DCM MeOH AcOHSolvent

Procedure

3.4 g of 2,4,6-trimethoxybenzamidoxime are dissolved in 120 ml of a methanol/dichloromethane/acetic acid mixture (2/2/1; (v/v/v)) in an autoclave and hydrogenation is carried out at a pressure of 2×106Pa in the presence of 1 g of Raney nickel. After hydrogenation for 2 hours, the catalyst is separated out and the mixture is concentrated to dryness.

Workup

  1. customthe catalyst is separated out
  2. concentrationthe mixture is concentrated to dryness

Sources & evidence

ORD record
ord-631d9e948c7a46c1adc18362c805f17d
Source dataset
uspto-grants-1996_07
Patent number
US05534530

Reaction notes

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