Ethyl cyanoacetate → HCID 5046399, compound

HRID 436699Notes

Reaction equation

HRID 436699 reaction equation
[C:1]([CH2:3][C:4]([O:6]CC)=O)#[N:2].[Cl:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH2:13][NH2:14]>C(O)C>[Cl:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH2:13][NH:14][C:4](=[O:6])[CH2:3][C:1]#[N:2]

Participants

4

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 77802Benzenemethanamine, 3-chloro-

Product 1

HCID 5046399HCID 5046399, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 38.5 g. (0.34 mole) of ethyl cyanoacetate and 48.1 g. (0.34 mole) of 3-chlorobenzylamine in 120 ml. of 95% ethanol is refluxed for 5 hours and then allowed to stand overnight at ambient temperature. Agitation causes crystallization. Filtration is followed by washing of the solid with a small amount of ether to give 28.7 g. of the desired product as small, white needles, m.p. 123°-5° C.

Workup

  1. customcrystallization
  2. filtrationFiltration
  3. washby washing of the solid with a small amount of ether
  4. customto give 28.7 g

Sources & evidence

ORD record
ord-e2a6700d068a431da37bd26f4d0a4617
Source dataset
uspto-grants-1977_06
Patent number
US04028084

Reaction notes

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