Ethyl cyanoacetate → HCID 3347202, compound

HRID 1376487Notes

Reaction equation

HRID 1376487 reaction equation
[C:1]([CH2:3][C:4]([O:6]CC)=O)#[N:2].[CH3:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH2:13][NH2:14]>C(O)C>[CH3:9][C:10]1[CH:11]=[C:12]([CH2:13][NH:14][C:4](=[O:6])[CH2:3][C:1]#[N:2])[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 660153-Methylbenzylamine

Product 1

HCID 3347202HCID 3347202, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.6 g of ethyl cyanoacetate and 6.06 g of 3-methylbenzylamine are refluxed for 9 h in 40 ml of ethanol to give a solution. After cooling, this solution gives a precipitate which is filtered off and washed with ethanol and ether to give 4.8 g of N-(3-methylphenyl)methylcyanoacetamide in the form of a white solid melting at 115° C. Yield 51%.

Workup

  1. customto give a solution
  2. temperatureAfter cooling
  3. customthis solution gives a precipitate which
  4. filtrationis filtered off
  5. washwashed with ethanol and ether

Sources & evidence

ORD record
ord-048b04e652d843d18517aedd911cd13f
Source dataset
uspto-grants-1997_09
Patent number
US05663181

Reaction notes

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