Bicarbonate Ion → 5-[(3,4-Dimethoxyphenyl)methyl]-2,4-imidazolidinedione

HRID 2248993Notes

Reaction equation

HRID 2248993 reaction equation
[OH-:1].[NH4+:2].[C-:3]#[N:4].[Na+].[C:6](=[O:9])(O)[O-].S([O-])([O-])(=O)=O.[NH4+].[NH4+].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH2:27][CH:28]=O)[CH:22]=[CH:23][C:24]=1[O:25][CH3:26]>C(Cl)C(Cl)Cl.O>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH2:27][CH:28]1[NH:4][C:3](=[O:1])[NH:2][C:6]1=[O:9]

Participants

8

Reactant 5

HCID 769Bicarbonate IonHCID 8929Sodium CyanideHCID 14923Ammonium HydroxideHCID 797813,4-DimethoxybenzeneacetaldehydeHCID 6097028Ammonium Sulfate

Product 1

HCID 140995085-[(3,4-Dimethoxyphenyl)methyl]-2,4-imidazolidinedione

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 65741,1,2-TrichloroethaneSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 215 ml of water, 215 ml of a 27% (w/v) aqueous solution of ammonium hydroxide, 35.3 g of sodium cyanide, 113.3 g of ammoniun bicarbonate, 47.5 g of ammonium sulfate and a solution containing 129.6 g of 3.4-dimethoxyphenylacetaldehyde in 900 ml of trichloroethane is heated at 90° C. for 6 hours in an antoclave and then is cooled and filtered.

Workup

  1. temperatureis cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-25c6b4ec6c204c04a24a4e289deb5de5
Source dataset
uspto-grants-1991_08
Patent number
US05041637

Reaction notes

Loading…