Methanol--water (1/1) → HCID 68209540, compound

HRID 1406298Notes

Reaction equation

HRID 1406298 reaction equation
O[O:2][S:3]([O-:5])=O.[K+].[Br:7][C:8]1[C:9]([CH3:17])=[N:10][N:11]([CH2:14]SC)[C:12]=1[CH3:13].[CH3:18]O.O>>[Br:7][C:8]1[C:9]([CH3:17])=[N:10][N:11]([CH2:14][S:3]([CH3:18])(=[O:5])=[O:2])[C:12]=1[CH3:13]

Participants

4

Reactant 3

HCID 22242641Methanol--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 67465425HCID 67465425, compound

Product 1

HCID 68209540HCID 68209540, compoundYield 41%

Conditions

Temperature
0 °C

Procedure

Oxone (9.25 g, 14 mmol) was added portion-wise to a solution of 4-bromo-3,5-dimethyl-1-(methylthiomethyl)-1H-pyrazole of preparation 91 (2.56 g, 10.9 mmol) in methanol/water at 0° C. The reaction solution was stirred at 0° C. for 30 min, then slowly warmed to room temperature overnight. The reaction was thick with white precipitate, which was concentrated to roughly 20 mL, poured into water and filtered the white solid. The solid was washed with water and air dried to give the title compound as a white solid (1.2 g, 41% yield)

Workup

  1. temperatureslowly warmed to room temperature overnight
  2. concentrationwas concentrated to roughly 20 mL
  3. additionpoured into water
  4. filtrationfiltered the white solid
  5. washThe solid was washed with water and air
  6. customdried

Sources & evidence

ORD record
ord-c943e55df20449ca84f6931a8e52bb37
Source dataset
uspto-grants-2014_12
Patent number
US08916593B2

Reaction notes

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