Ethanol → HCID 10320234, compound

HRID 490821Notes

Reaction equation

HRID 490821 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([O:15][CH3:16])[C:13]=1[OH:14])[CH:5]=[C:6]([C:9]#[N:10])[C:7]#[N:8].Br[C:18]1[CH:19]=[C:20]([CH:23]=[C:24](OC)[C:25]=1[OH:26])C=O.C(#N)[CH2:30][C:31]#[N:32].[CH2:34](O)C>N1CCCCC1>[NH2:8][C:7]1[O:26][C:25]2[C:18]([CH:5]([C:4]3[CH:11]=[C:12]([O:15][CH3:16])[C:13]([OH:14])=[C:2]([Br:1])[CH:3]=3)[C:6]=1[C:9]#[N:10])=[CH:19][CH:20]=[C:23]1[N:32]([CH3:34])[CH:31]=[CH:30][C:24]=21

Participants

6

Reactant 4

HCID 702EthanolHCID 8010MalononitrileHCID 180995-BromovanillinHCID 57591Malononitrile, 5-bromovanillylidene-

Product 1

HCID 10320234HCID 10320234, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8082PiperidineCatalyst

Procedure

3-Bromo-4-hydroxy-5-methoxybenzylidene-malononitrile: To a mixture of 3-bromo-4-hydroxy-5-methoxybenzaldehyde (2.31 g, 10 mmol) and malononitrile (660, 10 mmol) in 20 mL of ethanol was added piperidine (0.5 mL, 0.5 mmol). The solution was stirred at room temperature overnight and precipitates were observed. The precipitates were collected by filtration and dried to yield 2.14 g (77%) of title compound as a red solid.

Workup

  1. customprecipitates
  2. filtrationThe precipitates were collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-4eb433bc24fa45f59c6bb94397efde38
Source dataset
uspto-grants-2009_05
Patent number
US07528164B2

Reaction notes

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