HCID 12833692, compound → HCID 86737150, compound

HRID 1446847Notes

Reaction equation

HRID 1446847 reaction equation
[C:1]1([CH2:7][N:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)[N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BrH+:20][CH2:21]C>C(#N)C>[Br-:20].[OH:19][C:16]1[CH:15]=[CH:14][C:13]([C:11]2[N:10]([CH3:21])[CH2:9][NH+:8]([CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:12]=2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 12833692HCID 12833692, compoundHCID 178435177HCID 178435177, compound

Product 1

HCID 86737150HCID 86737150, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Through a stirred and refluxing mixture of 5.5 parts of 4-[1-(phenylmethyl)-1H-imidazol-4-yl]phenol and 120 parts of acetonitrile, gaseous bromomoethane is bubbled till the solution is clear. Stirring at reflux is continued for 2 hours while gaseous bromomethane is still introduced. The solvent is evaporated and the solid residue is triturated in 2-propanone. The product is filtered off and dried, yielding 7.5 parts of 4-(4-hydroxyphenyl)-3-methyl-1-(phenylmethyl)-1H-imidazolium bromide.

Workup

  1. temperaturerefluxing
  2. customis bubbled till the solution
  3. stirringStirring
  4. temperatureat reflux
  5. additionis still introduced
  6. customThe solvent is evaporated
  7. customthe solid residue is triturated in 2-propanone
  8. filtrationThe product is filtered off
  9. customdried

Sources & evidence

ORD record
ord-f00827469b874d26a35f09bdb985f5af
Source dataset
uspto-grants-1982_02
Patent number
US04313953

Reaction notes

Loading…