3-Phenylprop-2-Enal → (E,E)-2-(benzylaminocarbonyl)-3-styrylacrylonitrile

HRID 392476Notes

Reaction equation

HRID 392476 reaction equation
[CH:1](=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:11]([CH2:13][C:14]([N-:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])#[N:12]>>[CH2:17]([NH:16][C:14](/[C:13](=[CH:1]/[CH:2]=[CH:3]/[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)/[C:11]#[N:12])=[O:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 3073-Phenylprop-2-EnalHCID 178511179N-(cyanoacetyl)benzylamide

Product 1

HCID 5835419(E,E)-2-(benzylaminocarbonyl)-3-styrylacrylonitrile

Procedure

The compound was prepared as described in Example 3 by adding cinnamaldehyde (0.048 ml, 0.38 mmol) to N-(cyanoacetyl)benzylamide (Example 4, 0.066 g, 0.38 mmol). After refluxing for 1 h and recrystallization from ethanol a white solid was obtained (0.074 g, 68%). The product gave the following analytical data:

Workup

  1. customThe compound was prepared
  2. temperatureAfter refluxing for 1 h
  3. customrecrystallization from ethanol a white solid
  4. customwas obtained (0.074 g, 68%)
  5. customThe product gave the following analytical data

Sources & evidence

ORD record
ord-362fc3e8426c48ebb32387ada05775b4
Source dataset
uspto-grants-2004_10
Patent number
US06800659B2

Reaction notes

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