Hydrochloric Acid → HCID 18796453, compound

HRID 1080433Notes

Reaction equation

HRID 1080433 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][N:12]=C(C)C)=[C:7]([CH:10]=1)[C:8]#[N:9].Cl.C(=O)([O-])[O-].[Na+].[Na+]>CO>[NH2:9][C:8]1[C:7]2[CH:10]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=2[O:11][N:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 18796463HCID 18796463, compound

Product 1

HCID 18796453HCID 18796453, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 125 ml of dry methanol was dissolved 5-methoxy-2-[[(1-methylethylidene)amino]oxy]benzonitrile (10 g), followed by 125 ml of ethereal hydrochloric acid. The reaction was stirred under nitrogen overnight. The reaction was neutralized with saturated sodium carbonate solution and extracted with EtOAc. The organic layer was dried and concentrated in vacuo. Recrystallization of the residue from dichloromethane/petroleum ether afforded the expected product (6.8 g).

Workup

  1. extractionextracted with EtOAc
  2. customThe organic layer was dried
  3. concentrationconcentrated in vacuo
  4. customRecrystallization of the residue from dichloromethane/petroleum ether

Sources & evidence

ORD record
ord-9d228b6e8487450c9c94b012e62d7854
Source dataset
uspto-grants-1996_12
Patent number
US05580982

Reaction notes

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