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Water → 4-[2,5-Dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrile

HRID 389881
Notes
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Reaction equation

HRID 389881 reaction equation
[CH2:1]([O:4][CH2:5][C:6]([C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1)=O)[CH:2]=[CH2:3].[OH2:16].[C-:17]#[N:18].[K+].[C:20](=[O:23])([O-])[O-].[NH4+:24].[NH4+]>CCO>[O:16]=[C:17]1[NH:24][C:6]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)([CH2:5][O:4][CH2:1][CH:2]=[CH2:3])[C:20](=[O:23])[NH:18]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 620298594-[2-(2-Propenyloxy)acetyl]benzonitrile

Product 1

HCID 671311714-[2,5-Dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrile

Reagents, catalysts & solvents 1

HCID 702
Ethanol
Solvent

Conditions

Temperature
55 °C

Procedure

To a solution of 500 mg of 4-[2-(2-propenyloxy)acetyl]benzonitrile (in EtOH (5 mL) and water (5 mL) is added 324 mg potassium cyanide and 1.67 g of ammonium carbonate. The mixture is refluxed overnight at 55° C. The mixture is extracted with ethyl acetate, dried over magnesium sulfate and concentrated under vacuum to give the desired compound.

Workup

  1. extractionThe mixture is extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-cac68278ca434d958d2bdf55ea55f98f
Source dataset
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08383608B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes