2-Ethylhexylamine → 2-cyano-N-(2-ethylhexyl)acetamide

HRID 259376

Reaction equation

HRID 259376 reaction equation
C(O[C:4](=[O:8])[CH2:5][C:6]#[N:7])C.[CH2:9]([CH:11]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:12][NH2:13])[CH3:10]>C(O)C>[CH2:9]([CH:11]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:12][NH:13][C:4](=[O:8])[CH2:5][C:6]#[N:7])[CH3:10]

Participants

4

Reactant 2

HCID 77192-EthylhexylamineHCID 7764Ethyl cyanoacetate

Product 1

HCID 45907042-cyano-N-(2-ethylhexyl)acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
154 °C

Procedure

To ethylcyanoacetate (141 g., 1.25 mole) is slowly added 2-ethylhexylamine (129 g., 1.0 mole) over a period of 0.5 hours. The solution is then gradually heated to 154° C. and the ethanol formed is collected over a period of 1.75 hours. The solution is then stripped of all volatiles boiling at or below 88° C./3.0 mm to give N-(2-ethylhexyl)cyanoacetamide, 201.5 g.

Workup

  1. customof 0.5 hours
  2. customis collected over a period of 1.75 hours
  3. custombelow 88° C./3.0 mm

Sources & evidence

ORD record
ord-f98c1453371a44e88d48735337fef260
Source dataset
uspto-grants-1977_07
Patent number
US04038065

Linked notes

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