Ethanol → 1,3-Dimethyl-5-(4-hydroxy-3-methoxyphenylcarbamoyl)barbituric acid

HRID 34614Notes

Reaction equation

HRID 34614 reaction equation
[CH3:1][N:2]1[C:9](=[O:10])[CH:8]([C:11]([O:13]CC)=O)[C:6](=[O:7])[N:5]([CH3:16])[C:3]1=[O:4].[OH:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][C:19]=1[O:25][CH3:26].C(O)C>C1(C)C=CC=CC=1>[CH3:16][N:5]1[C:6](=[O:7])[CH:8]([C:11](=[O:13])[NH:22][C:21]2[CH:23]=[CH:24][C:18]([OH:17])=[C:19]([O:25][CH3:26])[CH:20]=2)[C:9](=[O:10])[N:2]([CH3:1])[C:3]1=[O:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 1012964-AminoguaiacolHCID 5937141,3-Dimethyl-5-ethoxycarbonylbarbituric acid

Product 1

HCID 212981011,3-Dimethyl-5-(4-hydroxy-3-methoxyphenylcarbamoyl)barbituric acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6.85 g of 1,3-dimethyl-5-ethoxycarbonylbarbituric acid and 4.2 g of 4-hydroxy-3-methoxyaniline are suspended in 60 ml of toluene, and the suspension is heated under reflux for 3 hours, whereupon ethanol escapes. On cooling to room temperature a precipitate forms which is isolated by filtration, washed with ethanol and dried. Yield: 8.3 g (86% of theory). Melting point: 252°-253° C.

Workup

  1. temperaturethe suspension is heated
  2. customis isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-a63a660d5d9b4148a844437c0c83cb1a
Source dataset
uspto-grants-1988_08
Patent number
US04762830

Reaction notes

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