Hydantoin → 1-[(4-Methoxyphenyl)methyl]imidazolidine-2,4-dione

HRID 1245331Notes

Reaction equation

HRID 1245331 reaction equation
[NH:1]1[CH2:5][C:4](=[O:6])[NH:3][C:2]1=[O:7].C([O-])([O-])=O.[Cs+].[Cs+].[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20]Cl)=[CH:18][CH:17]=1>CN(C=O)C.[Cl-].[Na+].O>[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][N:1]2[CH2:5][C:4](=[O:6])[NH:3][C:2]2=[O:7])=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 10006HydantoinHCID 10796Cesium carbonateHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 219110281-[(4-Methoxyphenyl)methyl]imidazolidine-2,4-dione

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A mixture of imidazolidine-2,4-dione (5.01 g), Cs2CO3, and 4-methoxybenzyl chloride (8.0 mL) in DMF (250 mL) was allowed to react overnight. The reaction was added to 400 mL brine then extracted with ether. The desired product precipitated from the ether, and was collected by filtration to yield 1-(4-methoxybenzyl)-imidazolidine-2,4-dione as a white solid.

Workup

  1. customto react overnight
  2. extractionthen extracted with ether
  3. customThe desired product precipitated from the ether
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-ba3e2795c759446fa485ec76e48a605a
Source dataset
uspto-grants-2006_10
Patent number
US07125865B2

Reaction notes

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