Sodium Perchlorate → HCID 178521652, compound

HRID 1451356Notes

Reaction equation

HRID 1451356 reaction equation
[Br-].[CH2:2]([N+:9]1[CH:13]=[CH:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:10]=1[CH:21]1OCCO1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:26]([O-:30])(=[O:29])(=[O:28])=[O:27].[Na+]>Br>[Cl:26]([O-:30])(=[O:29])(=[O:28])=[O:27].[CH2:2]([N:9]1[C:10]2[N+:11](=[CH:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=3[CH:21]=2)[CH:12]=[CH:13]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 522606Sodium PerchlorateHCID 86749957HCID 86749957, compound

Product 1

HCID 178521652HCID 178521652, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A mixture of 1-benzyl-2-(1,3-dioxolan-2-yl)-3-benzyl-imidazolium bromide (17.3 g) and 450 ml of 48% HBr was heated on an oil-bath (120°-130° C.) and stirred for 48 h. The mixture was concentrated in vacuo at 60° C. and the resulting green colored residue was redissolved in water. The aqueous solution was treated with a sodium perchlorate (2 equiv) solution and the precipitated product was separated by decanting, and crystallized from CH3CNEtOAC. The solid product was collected by filtration, washed with ethanol and dried in vacuo to afford 18.6 g of 1-benzylimidazo[1,2-b]isoquinolin-4-ium perchlorate (Formula II: A=1-benzylimidazole; R1 =R6 =H; X- =ClO4-).

Workup

  1. temperaturewas heated on an oil-bath (120°-130° C.)
  2. concentrationThe mixture was concentrated in vacuo at 60° C.
  3. dissolutionthe resulting green colored residue was redissolved in water
  4. customthe precipitated product was separated
  5. customby decanting
  6. customcrystallized from CH3CNEtOAC
  7. filtrationThe solid product was collected by filtration
  8. washwashed with ethanol
  9. customdried in vacuo

Sources & evidence

ORD record
ord-6f8af51c1f3040c0b388f8ce03e1f1cc
Source dataset
uspto-grants-1997_02
Patent number
US05604224

Reaction notes

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