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

HRID 389881Notes

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

Participants

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

extractionThe mixture is extracted with ethyl acetate
dry with materialdried over magnesium sulfate
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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