Potassium Carbonate → HCID 19099375, compound

HRID 1975309Notes

Reaction equation

HRID 1975309 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]([N:11]1[C:16](=[O:17])[C:15]([Cl:18])=[C:14]([SH:19])[CH:13]=[N:12]1)([CH3:10])([CH3:9])[CH3:8].[F:20][C:21]([F:39])([O:29][CH2:30][CH:31]1[CH2:36][CH2:35][CH:34]([CH2:37]Br)[CH2:33][CH2:32]1)[CH:22]([F:28])[O:23][C:24]([F:27])([F:26])[F:25]>CN(C)C=O.CCOCC>[C:7]([N:11]1[C:16](=[O:17])[C:15]([Cl:18])=[C:14]([S:19][CH2:37][CH:34]2[CH2:35][CH2:36][CH:31]([CH2:30][O:29][C:21]([F:20])([F:39])[CH:22]([F:28])[O:23][C:24]([F:26])([F:27])[F:25])[CH2:32][CH2:33]2)[CH:13]=[N:12]1)([CH3:10])([CH3:8])[CH3:9]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 134692424-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinoneHCID 19099392HCID 19099392, compound

Product 1

HCID 19099375HCID 19099375, compoundYield 37.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

To a suspension of 0.47 g of potassium carbonate in 10 ml of dimethylformamide, 0.75 g of 2-tert.butyl-4-chloro-5-mercapto-3(2H)-pyridazinone and 1.3 g of 4-(1,1,2-trifluoro-2-trifluoromethoxyethoxy)methyl-cyclohexylmethyl-bromide. Were added it was stirred for 2 hours at room temperature, it was diluted with ether, then it was washed with diluted HCl and brine; it was anhydrified, the solvent was evaporated and the obtained rough product was eluted by silica gel chromatography with hexane/ethyl acetate 98/2. 0.65 g of a mixture of CIS/trans (15/85) product was obtained.

Workup

  1. additionWere added it
  2. washit was washed with diluted HCl and brine
  3. customthe solvent was evaporated
  4. washthe obtained rough product was eluted by silica gel chromatography with hexane/ethyl acetate 98/2

Sources & evidence

ORD record
ord-62f0d40e3d3647d5b2056dee9f474d4f
Source dataset
uspto-grants-1994_02
Patent number
US05286725

Reaction notes

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