Potassium Cyanide → 4-(4-Fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidine-2,5-dione

HRID 2427134Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][O:10][CH2:11][CH:12]=[CH2:13])=[CH:4][CH:3]=1.[C-]#N.[K+].[C:18](=[O:21])([O-])[O-].[NH4+:22].[NH4+:23].[CH2:24]([OH:26])C.O>CCCCCCC.C(OCC)(=O)C.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:9][O:10][CH2:11][CH:12]=[CH2:13])[C:24](=[O:26])[NH:23][C:18](=[O:21])[NH:22]2)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 55 °C

Procedure

1.8 g of 1-(4-fluorophenyl)-2-(2-propenyloxy)ethanone obtained in Step 2, 1.21 g of potassium cyanide and 4.69 g of ammonium carbonate are heated to 55° C. for 2 hours in 50 mL of a 50/50 ethanol/water mixture. While heating the mixture at 55° C. 4.69 g of ammonium carbonate is added 3 times after 1 hour, 4 and 15 hours respectively. The reaction mixture is then diluted with water and extracted with ethyl acetate. The organic solution is dried over sodium sulfate and evaporated to provide the desired product.

Workup

custom4 and 15 hours
extractionextracted with ethyl acetate
dry with materialThe organic solution is dried over sodium sulfate
customevaporated

Sources & evidence

ORD record: ord-f48f3a1c1405439b8f9264ac1bfa1fe9
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968581B2

Reaction notes

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