3-(3,4-Dimethoxyphenyl)-2-propenal → (E,E)-2-(Benzylaminocarbonyl)-3-(3,4-dimethoxystyryl)acrylonitrile

HRID 1818033Notes

Reaction equation

HRID 1818033 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[CH:6]=[CH:7][CH:8]=O.[C:15]([CH2:17][C:18]([N-:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])#[N:16]>>[CH2:21]([NH:20][C:18](/[C:17](=[CH:8]/[CH:7]=[CH:6]/[C:5]1[CH:10]=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=1)/[C:15]#[N:16])=[O:19])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 1075573-(3,4-Dimethoxyphenyl)-2-propenalHCID 178511179N-(cyanoacetyl)benzylamide

Product 1

HCID 9902899(E,E)-2-(Benzylaminocarbonyl)-3-(3,4-dimethoxystyryl)acrylonitrile

Procedure

The compound was prepared as described in Example 3, by adding 3,4-dimethoxycinnamaldehyde (Example 6, 0.04 g, 0.2 mmol) to N-(cyanoacetyl)benzylamide (Example 4, 0.036 g, 0.2 mmol). After refluxing for 1 h and recrystallization from ethanol a yellow solid was obtained (0.045 g, 62%). The product gave the following analytical data:

Workup

  1. customThe compound was prepared
  2. temperatureAfter refluxing for 1 h
  3. customrecrystallization from ethanol a yellow solid
  4. customwas obtained (0.045 g, 62%)
  5. customThe product gave the following analytical data

Sources & evidence

ORD record
ord-00a5c28fa0c644dc8de4e51b415fdd17
Source dataset
uspto-grants-2009_10
Patent number
US07598419B2

Reaction notes

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