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

HRID 389873Notes

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-11df138a0bf345c6b9676abed955402f
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383608B2

Reaction notes

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