Dimethyl Sulfate → HCID 86069942, compound

HRID 2109971Notes

Reaction equation

HRID 2109971 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][N:7]=1.[S:16]([O:21]C)([O:19][CH3:20])(=[O:18])=[O:17]>C(OCC)(=O)C>[CH3:20][O:19][S:16]([O-:21])(=[O:18])=[O:17].[CH3:1][N+:2]([CH3:20])([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 529049082-(2-Dimethylaminoethoxy)-5-nitropyridine

Product 1

HCID 86069942HCID 86069942, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4.4 g (21 mol) of the compound from Step 12.1 was dissolved in 50 mL of ethyl acetate and to the resulting mixture was added 2.65 g (21 mmol) of dimethyl sulfate over a period of 5 min with agitation. A precipitate was formed as a result of a slightly exothermic reaction. The mixture was allowed to agitate for an additional hour after which it was suction-filtered. The filter cake was then washed with ethyl acetate and dried at 40° C. under vacuum which gave 6.5 g (92% of the theoretical) of colorless crystals.

Workup

  1. customA precipitate was formed as
  2. customa result of a slightly exothermic reaction
  3. filtrationwas suction-filtered
  4. washThe filter cake was then washed with ethyl acetate
  5. customdried at 40° C. under vacuum which
  6. customgave 6.5 g (92% of the theoretical) of colorless crystals

Sources & evidence

ORD record
ord-d4e79dbf6129417eb1108fbce50e1fc4
Source dataset
uspto-grants-2009_04
Patent number
US07517367B2

Reaction notes

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