3-Phenylprop-2-Enal → (E,E)-2-(3,4-Dihydroxybenzylaminocarbonyl)-3-styrylacrylonitrile

HRID 392475Notes

Reaction equation

HRID 392475 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][C:21]([OH:24])=[C:20]([OH:25])[CH:19]=1)=[O:15])#[N:12]>>[OH:25][C:20]1[CH:19]=[C:18]([CH:23]=[CH:22][C:21]=1[OH:24])[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]

Participants

3

Reactant 2

HCID 3073-Phenylprop-2-EnalHCID 178511180HCID 178511180, compound

Product 1

HCID 10267983(E,E)-2-(3,4-Dihydroxybenzylaminocarbonyl)-3-styrylacrylonitrile

Procedure

The compound was prepared as described in Example 3 by adding cinnamaldehyde (0.018 ml, 0.14 mmol) to N-(cyanoacetyl)3,4-dihydroxybenzylamide (Example 2, 0.03 g, 0.14 mmol). Afer refluxing for 2 h and recrystallization from ethanol, a yellow solid was obtained (0.027 g, 59%). The product gave the following analytical data:

Workup

  1. customThe compound was prepared
  2. temperatureAfer refluxing for 2 h
  3. customrecrystallization from ethanol
  4. customa yellow solid was obtained (0.027 g, 59%)
  5. customThe product gave the following analytical data

Sources & evidence

ORD record
ord-d62972da37b146e2b9ef40f8ee23fed8
Source dataset
uspto-grants-2004_10
Patent number
US06800659B2

Reaction notes

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