Sodium Sulfite → Sodium 6-(1,4,5-triphenylimidazol-2-yloxy)hexane-sulphonate

HRID 265398Notes

Reaction equation

HRID 265398 reaction equation
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:9]=[C:8]2[O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:32]([O-:35])([O-:34])=[O:33].[Na+:36].[Na+]>C(O)C.O>[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:9]=[C:8]2[O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][S:32]([O-:35])(=[O:34])=[O:33])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+:36]

Participants

5

Reactant 2

HCID 24437Sodium SulfiteHCID 229163701,4,5-Triphenyl-2-(6-bromohexyloxy)imidazole

Product 1

HCID 23699690Sodium 6-(1,4,5-triphenylimidazol-2-yloxy)hexane-sulphonateYield 15.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1,4,5-Triphenyl-2-(6-bromohexyloxy)imidazole (0.95 g) was dissolved in hot ethanol (5 ml) and a solution of sodium sulphite (0.25 g) in hot water (3 ml) was added. The white suspension was heated at reflux for 24 hours then evaporated to dryness. The residue was recrystallised from ethanol then methanol/ethanol to give sodium 6-(1,4,5-triphenylimidazol-2-yloxy)hexane-sulphonate (0.15 g, 15%) as a colourless solid, m.p. 265° C.

Workup

  1. temperatureThe white suspension was heated
  2. temperatureat reflux for 24 hours
  3. customthen evaporated to dryness
  4. customThe residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-8420e88c07aa41768754f049e4dff7dc
Source dataset
uspto-grants-1997_07
Patent number
US05648373

Reaction notes

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