Methyl iodide → HCID 178482004, compound

HRID 1399398Notes

Reaction equation

HRID 1399398 reaction equation
[C:1]1([C:7]2[N:8]=[N:9][N:10]([CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:17][CH3:18]>C(#N)C>[I-:17].[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]([CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])[N:9]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 67497967HCID 67497967, compound

Product 1

HCID 178482004HCID 178482004, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-phenyl-1-((trimethylsilyl)methyl)-1H-1,2,3-triazole (1.0 g, 4.32 mmol) and iodomethane (5 ml, 80 mmol) were added to a vial. The reaction was heated for 19.5 hours. and 5 mL ACN was added. The reaction was heated for another 2 hours. The precipitate was filtered, rinsed with ether and dried in vacuo overnight. The following 3-methyl-4-phenyl-1-((trimethylsilyl)methyl)-1H-1,2,3-triazol-3-ium iodide structure was confirmed:

Workup

  1. temperatureThe reaction was heated for 19.5 hours
  2. temperatureThe reaction was heated for another 2 hours
  3. filtrationThe precipitate was filtered
  4. washrinsed with ether
  5. customdried in vacuo overnight

Sources & evidence

ORD record
ord-12b9769dd40c400f90cd0df842a573af
Source dataset
uspto-grants-2014_12
Patent number
US08906135B1

Reaction notes

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