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

HRID 2427143Notes

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-2c5cc0f03271487db59bab45c6e272fb
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968581B2

Reaction notes

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