Methyl iodide → 3-methyl-4-phenyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium iodide

HRID 1401373Notes

Reaction equation

HRID 1401373 reaction equation
[C:1]1([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][I:19]>C(#N)C>[I-:19].[CH3:18][N+:8]1[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:11][N:10]([C:12]2[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=2)[N:9]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 1023234934-(4-phenyl-1H-1,2,3-triazol-1-yl)pyridine

Product 1

HCID 1177228313-methyl-4-phenyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyridine, excess methyl iodide, and acetonitrile were added to a 100 mL round-bottom flask and refluxed for about 19 hours. The reaction was concentrated and the resulting solid was recrystallized from ethyl acetate and methanol. The precipitate was filtered and dried in vacuo at 60° C. The following 3-methyl-4-phenyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium iodide structure was confirmed:

Workup

  1. temperaturerefluxed for about 19 hours
  2. concentrationThe reaction was concentrated
  3. customthe resulting solid was recrystallized from ethyl acetate and methanol
  4. filtrationThe precipitate was filtered
  5. customdried in vacuo at 60° C

Sources & evidence

ORD record
ord-b946a3d21bab4f1ba38d397ff025fd74
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

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