Toluene → HCID 21441213, compound

HRID 328294Notes

Reaction equation

HRID 328294 reaction equation
[S:1]([O:6]C)([O:4][CH3:5])(=[O:3])=[O:2].[C:8]1([CH3:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C1([C:21]2[C:25]([CH3:26])=[C:24]([CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[N:23]([CH3:33])[N:22]=2)CCCCC1>CCOCC>[CH3:5][O:4][S:1]([O-:6])(=[O:3])=[O:2].[CH:8]1([C:14]2[N:22]([CH3:21])[N+:23]([CH3:33])=[C:24]([CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[C:25]=2[CH3:26])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6497Dimethyl SulfateHCID 21441211HCID 21441211, compound

Product 1

HCID 21441213HCID 21441213, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
80 °C

Procedure

Dimethyl sulfate (1.26 g. 0.01 mole) is added to an anhydrous toluene (50 ml) solution of 3,5-dicyclohexyl-1,4-dimethylpyrazole (1.7 g, 0.0064 mole) with constant stirring at 80° C. The reaction mixture is then heated to reflux and maintained at reflux, with stirring, for 6 hours. The reaction mixture is cooled, ether (75 ml) is added and the mixture stirred for 3 hours. The resulting solid is filtered and dried to give 1,8 g of the desired product, m.p. 176° C to 177° C.

Workup

  1. temperatureThe reaction mixture is then heated
  2. temperatureto reflux
  3. temperaturemaintained
  4. temperatureat reflux
  5. stirringwith stirring, for 6 hours
  6. temperatureThe reaction mixture is cooled
  7. stirringthe mixture stirred for 3 hours
  8. filtrationThe resulting solid is filtered
  9. customdried

Sources & evidence

ORD record
ord-63f98cf05ceb44d7a8c8ad803e5528c3
Source dataset
uspto-grants-1977_04
Patent number
US04017298

Reaction notes

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