Potassium Carbonate → HCID 19807197, compound

HRID 1681133Notes

Reaction equation

HRID 1681133 reaction equation
[F:1][C:2]([F:19])([O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Br)=[CH:13][CH:12]=1)[CH:3]([F:9])[O:4][C:5]([F:8])([F:7])[F:6].[C:20]([N:24]1[C:29](=[O:30])[C:28]([Cl:31])=[C:27]([SH:32])[CH:26]=[N:25]1)([CH3:23])([CH3:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.CCOCC>[C:20]([N:24]1[C:29](=[O:30])[C:28]([Cl:31])=[C:27]([S:32][CH2:15][C:14]2[CH:17]=[CH:18][C:11]([O:10][C:2]([F:19])([F:1])[CH:3]([F:9])[O:4][C:5]([F:8])([F:7])[F:6])=[CH:12][CH:13]=2)[CH:26]=[N:25]1)([CH3:23])([CH3:21])[CH3:22]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 134692424-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinoneHCID 198072084-(1,1,2-Trifluoro-2-trifluoromethoxy-ethoxy)-benzyl bromide

Product 1

HCID 19807197HCID 19807197, compoundYield 71.9%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

1.4 g of 4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-benzyl bromide (Example 4) and 1 g of 2-tert.-butyl-4-chloro-5-mercapto-3(2H)-pyridazinone are added to a suspension of 0.8 g of potassium carbonate in 10 cc of dimethylformamide. The resulting reaction mixture is stirred for 1 hour at room temperature, is diluted with ether, is washed with diluted HCl and brine; the washed solution is thoroughly dehydrated, the solvent is evaporated off and the so obtained raw reaction product is chromatographed on silica gel with 9/1 hexane/ethyl acetate. 1.4 g of pure product is obtained.

Workup

  1. customThe resulting reaction mixture
  2. washis washed with diluted HCl and brine
  3. customthe solvent is evaporated off
  4. customthe so obtained raw
  5. customreaction product
  6. customis chromatographed on silica gel with 9/1 hexane/ethyl acetate

Sources & evidence

ORD record
ord-8dcce49e657b4a8eaded118eac1c469c
Source dataset
uspto-grants-1992_12
Patent number
US05169848

Reaction notes

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