Potassium Carbonate → HCID 54118302, compound

HRID 1940505Notes

Reaction equation

HRID 1940505 reaction equation
C(=O)([O-])[O-].[K+].[K+].[N+:7](C1C=C([N+]([O-])=O)C=CC=1ON)([O-])=O.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[C:33](=[O:34])[CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[NH:30][C:29]2=[O:39])=[C:24]([F:40])[C:23]=1[CH:41]=[N:42][O:43][CH3:44]>C(OCC)(=O)C>[NH2:7][N:30]1[C:31]([C:35]([F:36])([F:37])[F:38])=[CH:32][C:33](=[O:34])[N:28]([C:25]2[CH:26]=[CH:27][C:22]([Cl:21])=[C:23]([CH:41]=[N:42][O:43][CH3:44])[C:24]=2[F:40])[C:29]1=[O:39]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 87140O-(2,4-dinitrophenyl)hydroxylamineHCID 53829837HCID 53829837, compound

Product 1

HCID 54118302HCID 54118302, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

Potassium carbonate (132 g) and 2,4-dinitrophenoxyamine (104 g) were added to a solution of 3-(4-chloro-2-fluoro-3-methoxyiminomethylphenyl)-2,4-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine (175 g) in 1 l of ethyl acetate, after which the reaction mixture was stirred for 10 hours at 50° C. and then cooled. The resulting solid portion was separated off and washed with diisopropyl ether. After combining the clear reaction solution and the ether phase, the mixture was washed once with water, dried over sodium sulfate and concentrated. The crude product was recrystallized from 200 ml of diisopropyl ether. Yield: 150 g.

Workup

  1. temperaturecooled
  2. customThe resulting solid portion was separated off
  3. washwashed with diisopropyl ether
  4. washthe ether phase, the mixture was washed once with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe crude product was recrystallized from 200 ml of diisopropyl ether

Sources & evidence

ORD record
ord-6af7d9ba91be4350baac6a0ea67ad1b9
Source dataset
uspto-grants-1997_12
Patent number
US05700805

Reaction notes

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