Dimethyl Sulfate → HCID 86742934, compound

HRID 620712Notes

Reaction equation

HRID 620712 reaction equation
[C:1]1([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[C:2]([CH3:8])=[CH:3][CH:4]=[CH:5][C:6]=1[CH3:7].[CH3:17][O:18][S:19]([O:22]C)(=[O:21])=[O:20]>O>[CH3:17][O:18][S:19]([OH:22])(=[O:21])=[O:20].[CH3:17][N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:11]1[CH2:10][O:9][C:1]1[C:2]([CH3:8])=[CH:3][CH:4]=[CH:5][C:6]=1[CH3:7]

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 12432684HCID 12432684, compound

Product 1

HCID 86742934HCID 86742934, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Two hundred (200) g of 2-[(2,6-xyloxy)methyl]-pyridine are mixed with 300 g of dimethylsulphate whereupon 500 g of water are added at 100° C. during 3 hours. The excess of dimethylsulfate is removed by extraction using ether. The remaining solution is purified using active carbon and the resultant solution filtered. N-methyl-2-[(2,6-xyloxy)methyl]pyridine methylsulfate is isolated as a salt by evaporation of the water in vacuo.

Workup

  1. additionare added at 100° C. during 3 hours
  2. customThe excess of dimethylsulfate is removed by extraction
  3. customThe remaining solution is purified
  4. filtrationthe resultant solution filtered

Sources & evidence

ORD record
ord-1ab4fe4104d1487987815d5b61aa84f6
Source dataset
uspto-grants-1989_04
Patent number
US04822778

Reaction notes

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