Hydrofluoric Acid → HCID 13377161, compound

HRID 1194680Notes

Reaction equation

HRID 1194680 reaction equation
CN(C)N=N[C:5]1[C:13]2[S:12][CH:11]=[C:10]([CH3:14])[C:9]=2[CH:8]=[C:7]([N+:15]([O-:17])=[O:16])[CH:6]=1.[FH:19]>>[CH3:14][C:10]1[C:9]2[CH:8]=[C:7]([N+:15]([O-:17])=[O:16])[CH:6]=[C:5]([F:19])[C:13]=2[S:12][CH:11]=1

Participants

3

Reactant 2

HCID 14917Hydrofluoric AcidHCID 13377160HCID 13377160, compound

Product 1

HCID 13377161HCID 13377161, compound

Conditions

Temperature
100 °C

Procedure

0.5 mole of 1,1-dimethyl-3-(3-methyl-5-nitrobenzothiophen-7-yl)-triazene is introduced in portions into 10 moles of hydrofluoric acid. The apparatus is then closed, 5 bar of nitrogen are forced in and the mixture is warmed to 100° C. The nitrogen formed is let down continuously under 9 bar. When the reaction had ended (about 1 hour), the mixture is cooled to room temperature, the residual pressure is let down and excess HF is distilled off in vacuo. The residue is stirred in methylene chloride and the mixture is washed neutral with water and finally with NaHCO3 solution, dried and concentrated. The product is purified by recrystallisation from light petroleum.

Workup

  1. customThe apparatus is then closed
  2. customThe nitrogen formed
  3. custom(about 1 hour)
  4. temperaturethe mixture is cooled to room temperature
  5. distillationexcess HF is distilled off in vacuo
  6. washthe mixture is washed neutral with water and finally with NaHCO3 solution
  7. customdried
  8. concentrationconcentrated
  9. customThe product is purified by recrystallisation from light petroleum

Sources & evidence

ORD record
ord-03cf98cd428c45638916f08e40e2a781
Source dataset
uspto-grants-1989_03
Patent number
US04816461

Reaction notes

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