Sodium Perchlorate → HCID 178521652, compound

HRID 865988Notes

Reaction equation

HRID 865988 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 CH3CN-EtOAC. 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 CH3CN-EtOAC
  7. filtrationThe solid product was collected by filtration
  8. washwashed with ethanol
  9. customdried in vacuo

Sources & evidence

ORD record
ord-a2706714149749b1b386434bff246537
Source dataset
uspto-grants-1996_10
Patent number
US05569655

Reaction notes

Loading…