Dimethyl Sulfate → HCID 86625406, compound

HRID 1363037Notes

Reaction equation

HRID 1363037 reaction equation
[CH2:1]([N:3]([CH3:11])[C:4]([N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)=[O:5])[CH3:2].[S:12]([O:17]C)([O:15][CH3:16])(=[O:14])=[O:13]>C(#N)C>[CH3:16][O:15][S:12]([O-:17])(=[O:14])=[O:13].[CH2:1]([N:3]([C:4]([NH+:6]1[CH:10]=[CH:9][N:8]([CH3:16])[CH2:7]1)=[O:5])[CH3:11])[CH3:2]

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 25125284HCID 25125284, compound

Product 1

HCID 86625406HCID 86625406, compoundYield 197.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To the cooled solution of N-ethyl-N-methyl-1H-imidazole-1-carboxamide (5 g, 32.7 mmol) in acetonitrile (10 mL) was added slowly dimethyl sulfate (4.12 g, 32.7 mmol). The reaction mixture was stirred at room temperature overnight and then was evaporated under vacuum to yield 1-[[N-ethyl-(N-methyl)amino]carbonyl]-3-methyl-1H-imidazolium methyl sulfate (9.1 g). 1H NMR (CDCl3) δ 9.7 (s, 1H); 7.7 (s, 1H); 7.6 (s, 1H); 4.1 (s, 3H); 3.65 (s, 3H), 3.5 (q, J=7.2 Hz, 2H), 3.15 (s, 3H), 1.3 (t, J=7.2 Hz, 3H).

Workup

  1. customwas evaporated under vacuum

Sources & evidence

ORD record
ord-6b2e5fb15c2a4abcb27ab4230612dc42
Source dataset
uspto-grants-2011_02
Patent number
US07884121B2

Reaction notes

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