1-Methylimidazole → 1-methyl-3-[1-(4-nitrophenyl)pyrrolidin-3-yl]-3H-imidazol-1-ium methanesulphonate

HRID 496522Notes

Reaction equation

HRID 496522 reaction equation
[CH3:1][S:2]([O:5][CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)[CH2:7]1)(=[O:4])=[O:3].[CH3:20][N:21]1[CH:25]=[CH:24][N:23]=[CH:22]1>C(OCC)(=O)C>[CH3:1][S:2]([O-:5])(=[O:4])=[O:3].[CH3:20][N+:21]1[CH:25]=[CH:24][N:23]([CH:6]2[CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=3)[CH2:7]2)[CH:22]=1

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 120678141-(4-Nitrophenyl)pyrrolid-3-yl methanesulphonate

Product 1

HCID 120678151-methyl-3-[1-(4-nitrophenyl)pyrrolidin-3-yl]-3H-imidazol-1-ium methanesulphonateYield 81.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

23 g (0.08 mol) of 1-(4-nitrophenyl)pyrrolidin-3-yl methanesulphonate (2) was heated for 8 hours at 85° C. in 150 g of 1-methylimidazole (1.82 mol). This solution was stirred in 2 l of ethyl acetate to the point of crystallization. After filtration and drying, 24 g of yellow powder (3) was obtained.

Workup

  1. filtrationAfter filtration
  2. customdrying

Sources & evidence

ORD record
ord-34012a2670c845dba9780f432371aa79
Source dataset
uspto-grants-2005_09
Patent number
US06946005B2

Reaction notes

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