1,3-Dimethyl-5-ethoxycarbonyl-2-thiobarbituric acid → 1,3-Dimethyl-5-[4-(3-methylpyrazin-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid

HRID 580539Notes

Reaction equation

HRID 580539 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=[S:4].[CH3:17][C:18]1[C:19]([O:24][C:25]2[CH:31]=[CH:30][C:28]([NH2:29])=[CH:27][CH:26]=2)=[N:20][CH:21]=[CH:22][N:23]=1>C(O)C>[CH3:16][N:5]1[C:6](=[O:7])[CH:8]([C:11](=[O:13])[NH:29][C:28]2[CH:27]=[CH:26][C:25]([O:24][C:19]3[C:18]([CH3:17])=[N:23][CH:22]=[CH:21][N:20]=3)=[CH:31][CH:30]=2)[C:9](=[O:10])[N:2]([CH3:1])[C:3]1=[S:4]

Participants

4

Reactant 2

HCID 140533471,3-Dimethyl-5-ethoxycarbonyl-2-thiobarbituric acidHCID 201340014-(3-Methylpyrazin-2-yloxy)aniline

Product 1

HCID 201339751,3-Dimethyl-5-[4-(3-methylpyrazin-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.5 g (10 mmol) of 1,3-dimethyl-5-ethoxycarbonyl-2-thiobarbituric acid, 2.0 g (10 mmol) of 4-(3-methylpyrazin-2-yloxy)aniline and 30 ml of ethanol are mixed and, with stirring, are kept at 60° C. for 20 hours. The mixture is then allowed to cool and the crystalline precipitate formed is isolated by filtration, washed with ethanol and dried in vacuo at 80° C.

Workup

  1. temperatureto cool
  2. customthe crystalline precipitate formed
  3. customis isolated by filtration
  4. washwashed with ethanol
  5. customdried in vacuo at 80° C.

Sources & evidence

ORD record
ord-c369bafd3f7c49f8b099f6890a9f9b57
Source dataset
uspto-grants-1988_06
Patent number
US04753940

Reaction notes

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