6-(Trifluoromethyl)pyridine-3-carboxaldehyde → (NE)-2-methyl-N-[[6-(trifluoromethyl)-3-pyridinyl]methylidene]propane-2-sulfinamide

HRID 1047591노트

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HRID 1047591 반응식
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][N:4]=1.[CH3:13][C:14]([S@@:17]([NH2:19])=[O:18])([CH3:16])[CH3:15]>ClC(Cl)C.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:13][C:14]([S:17](/[N:19]=[CH:7]/[C:6]1[CH:5]=[N:4][C:3]([C:2]([F:12])([F:11])[F:1])=[CH:10][CH:9]=1)=[O:18])([CH3:16])[CH3:15]

참가 물질

5

반응물 2

HCID 27777626-(Trifluoromethyl)pyridine-3-carboxaldehydeHCID 11355477tert-Butylsulfinamide, (S)-(-)-

생성물 1

HCID 87094737(NE)-2-methyl-N-[[6-(trifluoromethyl)-3-pyridinyl]methylidene]propane-2-sulfinamide수율 107.4%

시약·촉매·용매 2

HCID 24462Copper Sulfate촉매HCID 63651,1-Dichloroethane용매

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온도
50 °C

실험 절차

To a solution of 6-(trifluoromethyl)nicotinaldehyde (45.0 g, 257 mmol) in dichloroethane (640 mL) were added (S)-(−)-2-methyl-2-propanesulfinamide (34.3 g, 283 mmol) and anhydrous copper(II) sulfate (82 g, 514 mmol). The mixture was stirred at 50° C. After 48 h, the mixture cooled to ambient temperature. The reaction mixture was filtered through Celite. The filtered cake was washed with dichloromethane and the filtrate was concentrated to give the title compound (76.8 g). MS 223.1 (M-tert-butyl+1)

후처리

  1. temperaturethe mixture cooled to ambient temperature
  2. filtrationThe reaction mixture was filtered through Celite
  3. washThe filtered cake was washed with dichloromethane
  4. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-ffb912e814464ba49802ab8d2beaca60
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569512B2

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