Potassium Carbonate → HCID 15484196, compound

HRID 2270906Notes

Reaction equation

HRID 2270906 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[C:13]([O:14][C:15]2[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][CH:18]=[CH:17][N:16]=2)=[CH:12][C:11]([N:24]2[C:29](=[O:30])[CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[NH:26][C:25]2=[O:35])=[C:10]([F:36])[CH:9]=1.[N+:37](C1C=C([N+]([O-])=O)C=CC=1ON)([O-])=O>CN(C)C=O>[NH2:37][N:26]1[C:27]([C:31]([F:33])([F:34])[F:32])=[CH:28][C:29](=[O:30])[N:24]([C:11]2[CH:12]=[C:13]([O:14][C:15]3[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][CH:18]=[CH:17][N:16]=3)[C:8]([Cl:7])=[CH:9][C:10]=2[F:36])[C:25]1=[O:35]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 87140O-(2,4-dinitrophenyl)hydroxylamineHCID 120561823-[4-Chloro-2-fluoro-5-(3-nitro-2-pyridyloxy)phenyl]-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Product 1

HCID 15484196HCID 15484196, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of potassium carbonate (0.23 g), 3-[4-chloro-2-fluoro-5-(3-nitro-2-pyridyloxy)phenyl]-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione (0.5 g) and 2,4-dinitrophenoxyamine (0.32 g) in N,N-dimethylformamide (10 ml) was stirred at room temperature overnight. The solution was processed and the resulting oil chromatographed on silica gel eluting with methanol:methylene chloride, 2:98. The product was isolated as a yellow semi-solid (0.3 g), mp 90-6° C.

Workup

  1. customthe resulting oil chromatographed on silica gel eluting with methanol

Sources & evidence

ORD record
ord-22fb7d44c1f94e3785949abb4d6b821b
Source dataset
uspto-grants-2001_12
Patent number
US06333296B1

Reaction notes

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