Ethyl cyanoacetate → HCID 54272862, compound

HRID 414519

Reaction equation

HRID 414519 reaction equation
[NH2:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[O:12][CH3:13].[CH2:14]([O:16][C:17](=[O:21])[CH2:18][C:19]#[N:20])[CH3:15]>N1CCCCC1>[CH2:14]([O:16][C:17](=[O:21])[C:18]([C:19]#[N:20])=[CH:6][C:5]1[CH:8]=[C:9]([O:10][CH3:11])[C:2]([NH2:1])=[C:3]([O:12][CH3:13])[CH:4]=1)[CH3:15]

Participants

4

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 200429634-Amino-3,5-dimethoxybenzaldehyde

Product 1

HCID 54272862HCID 54272862, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineCatalyst

Procedure

A mixture of 18.1 g. of 4-amino-3,5-dimethoxy-benzaldehyde, 11.3 g. of cyanoacetic acid ethyl ester and 3 drops of piperdine was heated at 120° C. for 1 hour in an open vessel, whereby the formed water evaporated. The residue was recrystallized from ethyl acetate/petroleum ether and there was obtained 4-amino-α-cyano-3,5-dimethoxy-cinnamic acid ethyl ester having a melting point of 134°-136° C.

Workup

  1. additionA mixture of 18.1 g
  2. customwhereby the formed water evaporated
  3. customThe residue was recrystallized from ethyl acetate/petroleum ether

Sources & evidence

ORD record
ord-49fc4e7b0f244cd3a931ff82340123f6
Source dataset
uspto-grants-1988_12
Patent number
US04792557

Linked notes

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