Potassium Carbonate → HCID 86617142, compound

HRID 2243275Notes

Reaction equation

HRID 2243275 reaction equation
CS(O[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([CH3:17])[CH:9]=1)[CH3:7])(=O)=O.[F:18][C:19]([F:33])([C:24]1[N:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[NH:26][N:25]=1)[C:20]([F:23])([F:22])[F:21].C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>C(#N)C.O>[CH3:17][C:10]1[CH:9]=[C:8]([CH:6]([N:25]2[C:24]([C:19]([F:18])([F:33])[C:20]([F:23])([F:22])[F:21])=[N:28][C:27]([C:29]([F:30])([F:31])[F:32])=[N:26]2)[CH3:7])[CH:13]=[CH:12][C:11]=1[N+:14]([O-:16])=[O:15].[CH3:17][C:10]1[CH:9]=[C:8]([CH:6]([N:26]2[C:27]([C:29]([F:32])([F:31])[F:30])=[N:28][C:24]([C:19]([F:18])([F:33])[C:20]([F:21])([F:22])[F:23])=[N:25]2)[CH3:7])[CH:13]=[CH:12][C:11]=1[N+:14]([O-:16])=[O:15]

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 59210419HCID 59210419, compoundHCID 86076311HCID 86076311, compound

Product 2

HCID 86617142HCID 86617142, compoundHCID 86617143HCID 86617143, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

1-(3-Methyl-4-nitrophenyl)-ethyl methanesulfonate (2.5 g), 3-pentafluoroethyl-5-trifluoromethyl-1H-(1,2,4)-triazole (2.2 g), potassium carbonate (1.6 g) and 18-crown-6 (0.26 g) were refluxed in acetonitrile (100 ml) for 6 hours. After finishing the reaction, water (100 ml) was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium chloride (100 ml) and then dried with anhydrous sodium sulfate. After distilling off the solvent, the obtained residue was purified by silica gel column chromatography (mixed solvent of n-hexane and ethyl acetate) to obtain (IX-11) 1-([1-(3-methyl-4-nitro-phenyl)-ethyl]-5-pentafluoroethyl-3-trifluoromethyl-1H-(1,2,4)-triazole (0.95 g) as the first elution portion and (IX-12) 1-([1-(3-methyl-4-nitro-phenyl)-ethyl]-3-pentafluoroethyl-5-trifluoromethyl-1H-(1,2,4)-triazole (1.35 g) as the second elution portion.

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated aqueous solution of sodium chloride (100 ml)
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationAfter distilling off the solvent
  6. customthe obtained residue was purified by silica gel column chromatography (mixed solvent of n-hexane and ethyl acetate)

Sources & evidence

ORD record
ord-332b1c35ad794476a75662786000add3
Source dataset
uspto-grants-2010_03
Patent number
US07674807B2

Reaction notes

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