Chloroacetonitrile → HCID 54476035, compound

HRID 1580109Notes

Reaction equation

HRID 1580109 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:4]=[C:5]([OH:11])[C:6](=[CH:9][CH:10]=1)[CH:7]=[O:8].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][C:21]#[N:22]>CC(C)=O>[CH:7]([C:6]1[CH:9]=[CH:10][C:3]([N:2]([CH3:12])[CH3:1])=[CH:4][C:5]=1[O:11][CH2:20][C:21]#[N:22])=[O:8]

Participants

5

Reactant 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 98153054-(dimethylamino)-2-hydroxybenzaldehyde

Product 1

HCID 54476035HCID 54476035, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

82 parts of 4-dimethylaminosalicylaldehyde is dissolved in 500 parts by volume of acetone, then 96 parts of potassium carbonate and 45 parts of chloroacetonitrile are added and the whole is boiled under reflux for 10 hours. After the solution has been filtered it is concentrated and the crystals deposited are recrystallized from benzene with the addition of animal charcoal. 36 parts of colorless crystals of 2-formyl-5-dimethylaminophenoxyacetonitrile is obtained with a melting point of 124° to 125°C.

Workup

  1. temperatureunder reflux for 10 hours
  2. filtrationAfter the solution has been filtered it
  3. concentrationis concentrated
  4. customthe crystals deposited are recrystallized from benzene with the addition of animal charcoal

Sources & evidence

ORD record
ord-9d1c6a998d93484390af7c4976fd287a
Source dataset
uspto-grants-1976_01
Patent number
US03932446

Reaction notes

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