Acetone → 3-(3,5-Bis(trifluoromethyl)phenylamino)-2-isopropylsulfonyl-3-methylsulfanyl-2-propenenitrile

HRID 840237노트

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HRID 840237 반응식
C([S:4]([CH2:7][C:8]#[N:9])(=[O:6])=[O:5])CC.C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]([F:32])([F:31])[C:18]1[CH:19]=[C:20]([N:28]=[C:29]=[S:30])[CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=1.[CH3:33]I.[CH3:35][C:36]([CH3:38])=O>>[F:25][C:24]([F:26])([F:27])[C:22]1[CH:21]=[C:20]([NH:28][C:29]([S:30][CH3:33])=[C:7]([S:4]([CH:36]([CH3:38])[CH3:35])(=[O:6])=[O:5])[C:8]#[N:9])[CH:19]=[C:18]([C:17]([F:31])([F:16])[F:32])[CH:23]=1

참가 물질

6

반응물 5

HCID 180AcetoneHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 5194412-(Propane-1-sulfonyl)acetonitrileHCID 27333953,5-Bis(trifluoromethyl)phenyl isothiocyanate

생성물 1

HCID 865837393-(3,5-Bis(trifluoromethyl)phenylamino)-2-isopropylsulfonyl-3-methylsulfanyl-2-propenenitrile수율 99%

실험 절차

A solution of 2-propanesulphonylacetonitrile (4.0 g, 27.2 mmol) in dry acetone (50 ml) was stirred while dry potassium carbonate (7.52 g, 54.4 mmol) and 3,5-bis(trifluoromethyl)phenyl isothiocyanate (7.72 g, 4.87 mmol) were added. The resulting mixture was stirred at room temperature under nitrogen for 20 h. Excess of potassium carbonate was filtered off, methyl iodide (5.08 ml, 81.6 mmol) was added to the filtrate, and stirring was continued for 48 h. The mixture was evaporated and the residue was dissolved in dichloromethane and extracted with water and brine. The organic phase was dried over magnesium sulphate, filtered and evaporated to afford 11.65 g (99%) of the title compound as yellowish brown crystals. Mp 130-133° C. 1H NMR (200 MHz, CDCl3): δ=1.47 (d, 6H), 2.35 (s, 3H), 3.44 (heptet, 1H), 7.73 (s, 2H), 7.80 (s, 1H), 10.10 (br s, 1H);

후처리

  1. additionwere added
  2. filtrationExcess of potassium carbonate was filtered off
  3. stirringstirring
  4. waitwas continued for 48 h
  5. customThe mixture was evaporated
  6. dissolutionthe residue was dissolved in dichloromethane
  7. extractionextracted with water and brine
  8. dry with materialThe organic phase was dried over magnesium sulphate
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-293e4969185a4e3f9e38753e9923e772
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06365609B1

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