Ethanol → 5-methyl-5-[4-(propan-2-yloxy)phenyl]imidazolidine-2,4-dione

HRID 1038516Notes

Reaction equation

[CH3:1][CH:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH3:12])=[CH:7][CH:6]=1)[CH3:3].[C-:14]#[N:15].[Na+].[C:17](=O)([O-])[O-:18].[NH4+:21].[NH4+].C([OH:25])C>O>[CH3:12][C:11]1([C:8]2[CH:9]=[CH:10][C:5]([O:4][CH:2]([CH3:3])[CH3:1])=[CH:6][CH:7]=2)[NH:21][C:17](=[O:18])[NH:15][C:14]1=[O:25]

Participants

Conditions

Temperature: 70 °C

Procedure

1-[4-(1-Methylethoxy)phenyl]ethanone (35.2 g, 196 mmol) was dissolved in ethanol (200 mL) and water (200 mL), added sodium cyanide (14.4 g, 294 mmol) and ammonium carbonate (226 g, 9.41 mol), and the mixture was stirred at 70° C. for 13 hours. The reaction solution was filtered, washed with water and hexane/ethyl acetate, and dried. The title compound (35.1 g (yield 72%)) was obtained as a white crystal.

Workup

filtrationThe reaction solution was filtered
washwashed with water and hexane/ethyl acetate
customdried

Sources & evidence

ORD record: ord-ce802b3cd84040c79496b4ece8a25409
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08551985B2

Reaction notes

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