Dimethyl Sulfate → HCID 86069929, compound

HRID 2109967Notes

Reaction equation

HRID 2109967 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][N:5]([CH3:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13].[S:17]([O:22]C)([O:20][CH3:21])(=[O:19])=[O:18]>C(#N)C>[CH3:21][O:20][S:17]([O-:22])(=[O:19])=[O:18].[CH3:1][N+:2]([CH3:21])([CH3:16])[CH2:3][CH2:4][N:5]([CH3:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 23562754HCID 23562754, compound

Product 1

HCID 86069929HCID 86069929, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.0 g (22.4 mmol) of the free amine from Step 10.2 was dissolved in 50 ml of acetonitrile and to this solution was added dropwise with agitation over a period of 10 min 2.83 g (22.4 mmol) of dimethyl sulfate. The reaction temperature gradually rose to 45° C. and a precipitate formed. After an agitation period of 3 hours, the mixture was filtered and the filter cake was washed with a small amount of acetonitrile and then dried at 40° C. under vacuum.

Workup

  1. customgradually rose to 45° C.
  2. customa precipitate formed
  3. filtrationAfter an agitation period of 3 hours, the mixture was filtered
  4. washthe filter cake was washed with a small amount of acetonitrile
  5. customdried at 40° C. under vacuum

Sources & evidence

ORD record
ord-3c05f019956241e7a038d326300a85e3
Source dataset
uspto-grants-2009_04
Patent number
US07517367B2

Reaction notes

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