Imidazole → HCID 20189486, compound

HRID 1788925Notes

Reaction equation

HRID 1788925 reaction equation
COS([O-])(=O)=O.[CH3:7][C:8]1[N:9]=[C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][N:11]2[C:20]=1[CH2:21][N+](C)(C)C.[NH:26]1[CH:30]=[CH:29][N:28]=[CH:27]1>C(O)C>[NH:26]1[CH:30]=[CH:29][N:28]=[C:27]1[CH2:21][C:20]1[N:11]2[CH:12]=[CH:13][C:14]3[C:19]([C:10]2=[N:9][C:8]=1[CH3:7])=[CH:18][CH:17]=[CH:16][CH:15]=3

Participants

4

Reactant 2

HCID 795ImidazoleHCID 13821866HCID 13821866, compound

Product 1

HCID 20189486HCID 20189486, compoundYield 71.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-3-trimethylammoniomethylimidazo[2,1-a]isoquinoline methylsulfate (4.5 g) and imidazole (2.02 g) in ethanol (45 ml) was refluxed with stirring for 7 hours and evaporated in vacuo. To the residue was added water and the resulting precipitates were collected by filtration and recrystallized from a mixture of ethyl acetate and n-hexane to give 3-(1-imidazolylmethyl)-2methylimidazo[2,1-a]isoquinoline (2.3 g).

Workup

  1. temperaturewas refluxed
  2. customevaporated in vacuo
  3. additionTo the residue was added water
  4. customthe resulting precipitates
  5. filtrationwere collected by filtration
  6. customrecrystallized from a mixture of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-0f6d18779fe14bc4b673be47f8748154
Source dataset
uspto-grants-1987_08
Patent number
US04686227

Reaction notes

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