Nitric Acid → 2-nitro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate

HRID 974074노트

반응식

HRID 974074 반응식
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]([F:19])([F:18])[S:7]([O:10]S(C(F)(F)F)(=O)=O)(=[O:9])=[O:8].FC(F)(F)S([O-])(=O)=O.O=[N+]=O.FC(F)(F)S([O-])(=O)=O.[F:39][C:40]([F:55])([F:54])[S+:41]1[C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=2[C:43]2[CH:50]=[CH:51][CH:52]=[CH:53][C:42]1=2>[N+](C)([O-])=O>[F:5][C:6]([F:19])([F:18])[S:7]([O-:10])(=[O:9])=[O:8].[N+:1]([C:51]1[CH:52]=[CH:53][C:42]2[S+:41]([C:40]([F:54])([F:39])[F:55])[C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=3[C:43]=2[CH:50]=1)([O-:4])=[O:2]

참가 물질

6

실험 절차

A mixture of 0.058 ml (1.3 mmol) of 94% nitric acid and 0.266 ml (1.58 mmol) of trifluoromethanesulfonic anhydride was stirred at room temperature for 1.5 hours to prepare nitronium trifluoromethanesulfonate, and then 2 ml of nitromethane and 502 mg (1 mmol) of S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate was added to the mixture. The reaction mixture was stirred overnight at room temperature and concentrated under reduced pressure. Diethyl ether was added to the residue and the resulting precipitate was collected by filtration to give 339 mg (76%) of 2-nitro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate as pale yellow crystals. The properties of the product are summarized in Table 1.

후처리

  1. stirringThe reaction mixture was stirred overnight at room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionDiethyl ether was added to the residue
  4. filtrationthe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-580f061aba05415f9600b14a33a645d4
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05066795

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