Methanol → HCID 22267761, compound

HRID 2298026Notes

Reaction equation

HRID 2298026 reaction equation
[CH:1]1([C:4]2[N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3SC)[N:7]=[CH:6][C:5]=2[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:3][CH2:2]1.O[O:23][S:24]([O-:26])=O.[K+].[CH3:28]O>O>[CH:1]1([C:4]2[N:8]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[S:24]([CH3:28])(=[O:26])=[O:23])[N:7]=[CH:6][C:5]=2[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 887MethanolHCID 22267672HCID 22267672, compoundHCID 23707502Potassium hydroxy sulfite2×

Product 1

HCID 22267761HCID 22267761, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
23 °C

Procedure

A solution of ethyl 5-cyclopropyl-1-(2-methylthiophenyl)-1H-pyrazole-4-carboxylate (0.456 g, 1.51 mmol) in methanol (6 mL) at 0° C. was treated with a solution of oxone (1.40 g, 2.27 mmol) in water (6 mL). The resulting slurry was was stirred at 23° C. for 8 h. The mixture was treated with additional oxone (0.46 g, 0.76 mmol), stirred for 14 h and partitioned between CH2Cl2 and water. The organic layer was washed with water, dried over MgSO4 and concentrated in vacuo to afford 0.504 g (100%) of the title compound.

Workup

  1. stirringstirred for 14 h
  2. custompartitioned between CH2Cl2 and water
  3. washThe organic layer was washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2d23b5696dec4a768a3bc7ec66dc7f10
Source dataset
uspto-grants-2002_12
Patent number
US06492401B1

Reaction notes

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