Methyl iodide → HCID 59356407, compound

HRID 1670371Notes

Reaction equation

HRID 1670371 reaction equation
[CH2:1]([N:5]1[C:9](=[S:10])[CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[NH:6]1)[CH2:2][CH2:3][CH3:4].[C:15](=O)([O-])[O-].[K+].[K+].CI>C(#N)C>[CH2:1]([N:5]1[C:9]([S:10][CH3:15])=[CH:8][C:7]([C:11]([F:13])([F:12])[F:14])=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 62409280HCID 62409280, compound

Product 1

HCID 59356407HCID 59356407, compoundYield 123.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

3.35 g of compound (8-6) and 4.07 g of potassium carbonate were suspended in 100 ml of acetonitrile. The suspension was stirred at room temperature for 15 minutes. A solution of 3.35 g of methyl iodide in 10 ml of acetonitrile was added dropwise. The mixture was stirred at room temperature for 12 hours. The reaction solution was concentrated under reduced pressure. After water was added to the residue, the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to produce 4.40 g of 1-butyl-5-methylthio-3-(trifluoromethyl)pyrazole (15).

Workup

  1. stirringThe mixture was stirred at room temperature for 12 hours
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additionAfter water was added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c440428ba2ec49b9b3305d52a9e43bdb
Source dataset
uspto-grants-2011_08
Patent number
US07994094B2

Reaction notes

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