Chloroacetamide → HCID 21767161, compound

HRID 1580111Notes

Reaction equation

HRID 1580111 reaction equation
[CH2:1]([N:3]([CH2:13][CH3:14])[C:4]1[CH:5]=[C:6]([OH:12])[C:7](=[CH:10][CH:11]=1)[CH:8]=O)[CH3:2].Cl[CH2:16][C:17]([NH2:19])=[O:18].[OH-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([N:3]([CH2:13][CH3:14])[C:4]1[CH:11]=[CH:10][C:7]2[CH:8]=[C:16]([C:17]([NH2:19])=[O:18])[O:12][C:6]=2[CH:5]=1)[CH3:2]

Participants

6

Reactant 4

HCID 6580ChloroacetamideHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 872934-(Diethylamino)-2-hydroxybenzaldehyde

Product 1

HCID 21767161HCID 21767161, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

When 4-diethylaminosalicylaldehyde is reacted with chloroacetamide and potassium hydroxide in dimethylformamide at ambient temperature or with potassium carbonate instead of potassium hydroxide at refluxing temperature, the above benzofuran derivative is obtained in a similarly good yield.

Workup

  1. temperatureat refluxing temperature

Sources & evidence

ORD record
ord-ac9487a51efd4df4be4fc273b0a9ba0a
Source dataset
uspto-grants-1976_01
Patent number
US03932446

Reaction notes

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