1-Methylimidazole → HCID 86647249, compound

HRID 1043394Notes

Reaction equation

HRID 1043394 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[I:7][CH2:8][CH2:9][CH2:10][Si:11]([O:16][CH3:17])([O:14][CH3:15])[O:12][CH3:13]>>[I-:7].[CH3:1][N+:2]1[CH:6]=[CH:5][N:4]([CH2:8][CH2:9][CH2:10][Si:11]([O:16][CH3:17])([O:14][CH3:15])[O:12][CH3:13])[CH:3]=1

Participants

3

Reactant 2

HCID 13901-MethylimidazoleHCID 2759373(3-Iodopropyl)trimethoxysilane

Product 1

HCID 86647249HCID 86647249, compound

Conditions

Temperature
114 °C

Procedure

N-Methylimidazole (156.8 g; 1.91 mol) and 3-iodopropyltrimethoxysilane (569.8 g; 1.96 mol) were charged to a 1 L, 3-necked flask to form a reaction mixture. The reaction mixture was heated to 114° C. for eight hours during which time the color of the mixture changed from pale yellow to green and then to black. The crude reaction product was washed twice with 80 mL of toluene (2×40 mL). The resulting black oily liquid of N-methyl-N′-(3-trimethoxysilylpropyl) imidazolium iodide was dissolved in 286 g of methylene chloride and maintained as a solution.

Workup

  1. customto form a reaction mixture
  2. customThe crude reaction product
  3. washwas washed twice with 80 mL of toluene (2×40 mL)
  4. dissolutionThe resulting black oily liquid of N-methyl-N′-(3-trimethoxysilylpropyl) imidazolium iodide was dissolved in 286 g of methylene chloride
  5. temperaturemaintained as a solution

Sources & evidence

ORD record
ord-42adac45bab34de1a98c8045eb286cf2
Source dataset
uspto-grants-2013_10
Patent number
US08563459B2

Reaction notes

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