Dimethyl Sulfate → HCID 12922361, compound

HRID 1576254Notes

Reaction equation

HRID 1576254 reaction equation
[C:1]1([C:7]2[C:11]([O:12][CH2:13][CH2:14][CH3:15])=[C:10]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:9]([CH3:22])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:23]([O:28]C)([O:26][CH3:27])(=[O:25])=[O:24]>C1(C)C=CC=CC=1>[CH3:27][O:26][S:23]([O-:28])(=[O:25])=[O:24].[CH3:22][N+:9]1[N:8]([CH3:27])[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:11]([O:12][CH2:13][CH2:14][CH3:15])[C:10]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 213981171-Methyl-3,5-diphenyl-4-propoxy-1H-pyrazole

Product 1

HCID 12922361HCID 12922361, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3,5-Diphenyl-1-methyl-4-n-propoxypyrazole (2.77 g, 0.0095 mole) in molecular sieve dried toluene (80 ml) is heated to 50°C and dimethyl sulfate (2.5 g, 0.02 mole) is added. The mixture is stirred and heated under reflux for 6 hours, cooled and set aside overnight. The reaction mixture is then extracted with water, the water layer evaporated to dryness under vacuum to afford the title compound as a hygroscopic solid in 96% yield.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 6 hours
  3. temperaturecooled
  4. extractionThe reaction mixture is then extracted with water
  5. customthe water layer evaporated to dryness under vacuum

Sources & evidence

ORD record
ord-ad59ef9b18a245868061806492b1fbaf
Source dataset
uspto-grants-1976_09
Patent number
US03979409

Reaction notes

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