Ethyl cyanoacetate → 2-cyano-N-hexylacetamide

HRID 2419961Notes

Reaction equation

HRID 2419961 reaction equation
[C:1]([CH2:3][C:4]([O:6]CC)=O)#[N:2].[CH2:9]([NH2:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>COCCO>[CH2:9]([NH:15][C:4](=[O:6])[CH2:3][C:1]#[N:2])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 8102Hexylamine

Product 1

HCID 43795292-cyano-N-hexylacetamide

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

Ethyl cyanoacetate (113 g., 1.0 mole), n-hexylamine (101 g., 1.0 mole) and methyl cellosolve (200 ml.) are refluxed with stirring for 1.5 hours and the solvent is removed under reduced pressure to give N-(n-hexyl) cyanoacetamide.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-c618befa8577430ba6e803ac0d836f7d
Source dataset
uspto-grants-1978_08
Patent number
US04108630

Reaction notes

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