Potassium Carbonate → Benzenecarboximidamide, N-hydroxy-3,5-dimethoxy-

HRID 1898339Notes

Reaction equation

HRID 1898339 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[C:6]#[N:7].Cl.[NH2:14][OH:15].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[OH:15][N:14]=[C:6]([NH2:7])[C:5]1[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 294821-(Cyanomethyl)-3,5-dimethoxybenzeneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 2731154Benzenecarboximidamide, N-hydroxy-3,5-dimethoxy-Yield 41.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared following the procedure described for of Intermediate-53 using of 3,5-dimethoxybenzonitrile (1.0 g, 6.12 mmol), ethanol (20 mL), hydroxylamine hydrochloride (0.634 g, 9.23 mmol) and potassium carbonate (2.53 g, 18.40 mmol) to afford 0.500 g of the desired product. 1HNMR (DMSO-d6): δ 3.75 (s, 6H), 5.79 (s, 2H), 6.49 (s, 1H), 6.84 (s, 2H), 9.62 (s, 1H); MS [M+H]+: 197.11.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-9b9e8e743f6445099f4f63622dd10a1d
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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