1,3-Dimethyl-5-ethoxycarbonylbarbituric acid → 1,3-dimethyl-5-[4-(1-methyl-3-trifluoromethyl-1H-1,2,4-triazol-5-yloxy)phenylcarbamoyl]barbituric acid

HRID 34612Notes

Reaction equation

HRID 34612 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].[CH3:17][N:18]1[C:22]([O:23][C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[CH:26][CH:25]=2)=[N:21][C:20]([C:31]([F:34])([F:33])[F:32])=[N:19]1>C1(C)C=CC=CC=1>[CH3:16][N:5]1[C:6](=[O:7])[CH:8]([C:11](=[O:13])[NH:30][C:27]2[CH:28]=[CH:29][C:24]([O:23][C:22]3[N:18]([CH3:17])[N:19]=[C:20]([C:31]([F:34])([F:33])[F:32])[N:21]=3)=[CH:25][CH:26]=2)[C:9](=[O:10])[N:2]([CH3:1])[C:3]1=[O:4]

Participants

4

Reactant 2

HCID 5937141,3-Dimethyl-5-ethoxycarbonylbarbituric acidHCID 212981141-methyl-3-trifluoromethyl-5-(4-aminophenoxy)-1H-1,2,4-triazole

Product 1

HCID 212981071,3-dimethyl-5-[4-(1-methyl-3-trifluoromethyl-1H-1,2,4-triazol-5-yloxy)phenylcarbamoyl]barbituric acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

22.8 g of 1,3-dimethyl-5-ethoxycarbonylbarbituric acid and 25.8 g of 1-methyl-3-trifluoromethyl-5-(4-aminophenoxy)-1H-1,2,4-triazole are heated under reflux in 200 ml of toluene for 4 hours. The crude product, which precipitates on cooling to room temperature, is isolated by filtration, washed with diethyl ether and dried. Yield: 39.2 g (89% of theory). Melting point: 202°-204° C.

Workup

  1. customThe crude product, which precipitates
  2. customis isolated by filtration
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-ae78a0b7dce342c2898166ac2686c055
Source dataset
uspto-grants-1988_08
Patent number
US04762830

Reaction notes

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