Ethyl cyanoacetate → HCID 22917762, compound

HRID 1376486Notes

Reaction equation

HRID 1376486 reaction equation
[C:1]([CH2:3][C:4]([O:6]CC)=O)#[N:2].[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([CH2:14][CH2:15][NH2:16])=[CH:12][CH:11]=1>C(O)C>[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([CH2:14][CH2:15][NH:16][C:4](=[O:6])[CH2:3][C:1]#[N:2])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 674302-(4-Chlorophenyl)ethylamine

Product 1

HCID 22917762HCID 22917762, compoundYield 70.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.6 g of ethyl cyanoacetate and 7.8 g of 4-chlorophenethylamine are refluxed for 9 h in 50 ml of ethanol to give a solution. After concentration and cooling, this solution gives a residue which crystallizes. This is taken up with ether, filtered off and washed with ether to give 7.8 g of N-2-(4-chlorophenyl)ethylcyanoacetamide in the form of a white solid melting at 122° C. Yield 70%.

Workup

  1. customto give a solution
  2. concentrationAfter concentration
  3. temperaturecooling
  4. customthis solution gives a residue which
  5. customcrystallizes
  6. filtrationfiltered off
  7. washwashed with ether

Sources & evidence

ORD record
ord-759b947f3fc44a98bceee323aea5fe65
Source dataset
uspto-grants-1997_09
Patent number
US05663181

Reaction notes

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