Methyl triflate → 2,3-Dimethylbenzotellurazolium Trifluoromethanesulfonate

HRID 543081Notes

Reaction equation

HRID 543081 reaction equation
[CH3:1][C:2]1[Te:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[F:11][C:12]([F:19])([F:18])[S:13]([O:16]C)(=[O:15])=[O:14]>ClCCl>[F:11][C:12]([F:19])([F:18])[S:13]([O-:16])(=[O:15])=[O:14].[CH3:1][C:2]1[Te:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N+:6]=1[CH3:12]

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 132147962-Methyl-1,3-benzotellurazole

Product 1

HCID 139311742,3-Dimethylbenzotellurazolium Trifluoromethanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methylbenzotellurazole (Example 18) (10.5 g, 0.043 mole) was dissolved in dry dichloromethane (75 ml). Freshly distilled methyl trifluoromethanesulfonate (7.5 g, 0.045 mole) was added to the solution. An exothermic reaction occurred immediately. After a few minutes a crystalline product separated which was collected by filtration, washed with diethyl ether, and dried. Yield 16.86 g (96%). The pale yellow powder was dissolved in acetone (100 ml) and reprecipitated by adding diethyl ether to the solution until it became turbid. Colorless plates separated on chilling. Yield 15.33 g (87% of theory); mp 160°-162° C.

Workup

  1. customAn exothermic reaction
  2. customAfter a few minutes a crystalline product separated which
  3. filtrationwas collected by filtration
  4. washwashed with diethyl ether
  5. customdried
  6. dissolutionThe pale yellow powder was dissolved in acetone (100 ml)
  7. customreprecipitated
  8. additionby adding diethyl ether to the solution until it
  9. customColorless plates separated
  10. temperatureon chilling

Sources & evidence

ORD record
ord-91cee1ec16334b9bbccb324f5e4c1031
Source dataset
uspto-grants-1987_04
Patent number
US04661438

Reaction notes

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