Potassium Carbonate → HCID 12056467, compound

HRID 1953992Notes

Reaction equation

HRID 1953992 reaction equation
[Cl:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]([F:18])([F:17])[F:16])=[CH:6][C:5]([N:19]2[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[NH:21][C:20]2=[O:30])=[C:4]([F:31])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[N+:38](C1C=C([N+]([O-])=O)C=CC=1ON)([O-])=O>CN(C)C=O>[NH2:38][N:21]1[C:22]([C:26]([F:28])([F:29])[F:27])=[CH:23][C:24](=[O:25])[N:19]([C:5]2[CH:6]=[C:7]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:15]([F:16])([F:17])[F:18])[C:2]([Cl:1])=[CH:3][C:4]=2[F:31])[C:20]1=[O:30]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 87140O-(2,4-dinitrophenyl)hydroxylamineHCID 18402999HCID 18402999, compound

Product 1

HCID 12056467HCID 12056467, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 3-[4-chloro-2-fluoro-5-(2-trifluoromethylphenoxy)phenyl]-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4,-dione (0.7 g), potassium carbonate (0.27 g) and 2,4-dinitrophenoxyamine (0.39 g) in anhydrous N,N-dimethylformamide (20 ml) was stirred at room temperature for 72 hours. The solution was processed and the resulting oil chromatographed on silica gel eluting with hexane:ethyl acetate, 4:1, containing 0.1% of triethylamine. The product (Compound 9-24) was isolated as a pale yellow amorphous solid (0.6 g).

Workup

  1. customthe resulting oil chromatographed on silica gel eluting with hexane
  2. additionethyl acetate, 4:1, containing 0.1% of triethylamine

Sources & evidence

ORD record
ord-2f9732cb24124a09a71e91628cc7699a
Source dataset
uspto-grants-2000_09
Patent number
US06121201

Reaction notes

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