Dimethyl Sulfate → HCID 12149455, compound

HRID 1441912Notes

Reaction equation

HRID 1441912 reaction equation
[S:1]([O:6][CH3:7])([O:4]C)(=[O:3])=[O:2].C[C:9]1[NH:10][CH:11]=[CH:12][N:13]=1.[CH3:14][O:15][CH2:16][CH2:17]O>>[CH3:14][O:15][CH2:16][CH2:7][O:6][S:1]([O-:4])(=[O:2])=[O:3].[CH3:11][N+:10]1[CH:17]=[CH:16][N:13]([CH3:12])[CH:9]=1

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 80192-MethoxyethanolHCID 127492-Methylimidazole

Product 1

HCID 12149455HCID 12149455, compound

Conditions

Temperature
130 °C

Procedure

In a 100 ml Schlenk flask, 32.16 g (0.255 moles) of dimethyl sulfate was slowly added dropwise to 20.94 g (0.255 moles) of methylimidazole with ice cooling and under a blanket gas. Stirring of the mixture was continued at room temperature over night. After the addition of 30.82 g (0.510 moles; 2 equ.) of 2-methoxyethanol, the mixture was heated at reflux at 130° C. for 48 hours. The volatile fractions were removed under high vacuum at 80° C. The product, 1,3-dimethyl-imidazolium 2-methoxyethyl sulfate, was obtained as a low-viscous, slightly yellow liquid in quantitative yield.

Workup

  1. waitwas continued at room temperature over night
  2. temperaturethe mixture was heated
  3. customThe volatile fractions were removed under high vacuum at 80° C

Sources & evidence

ORD record
ord-11073952c1e1412b9e0b3373326d0528
Source dataset
uspto-grants-2010_02
Patent number
US07655803B2

Reaction notes

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