Water → 2-propylthio-4-(3-trifluoromethyl-1H-triazolyl)benzonitrile

HRID 1432743노트

반응식

HRID 1432743 반응식
[F:1][C:2]([F:9])([F:8])[N:3]1[CH:7]=[CH:6][NH:5][NH:4]1.Cl[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[C:13]([S:19][CH2:20][CH2:21][CH3:22])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:20]([S:19][C:13]1[CH:12]=[C:11]([N:5]2[CH:6]=[CH:7][N:3]([C:2]([F:9])([F:8])[F:1])[NH:4]2)[CH:18]=[CH:17][C:14]=1[C:15]#[N:16])[CH2:21][CH3:22]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 221709334-Chloro-2-n-propylthiobenzonitrileHCID 221709533-trifluoromethyl-1H-triazol

생성물 1

HCID 221709562-propylthio-4-(3-trifluoromethyl-1H-triazolyl)benzonitrile수율 38.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.06 g (7.7 mmol) of 3-trifluoromethyl-1H-triazol, 1.38 g (6.5 mmol) of 4-chloro-2-n-propylthiobenzonitrile and 1.07 g (7.7 mmol) of potassium carbonate were stirred in 10 ml of N,N-dimethylformamide at 150° C. for 2 hours. The resulting reaction mixture was cooled to the room temperature and poured into 100 ml of water, and the organic matters were extracted with 50 ml of ethyl acetate twice. The ethyl acetate layers were combined, then washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.78 g of 2-propylthio-4-(3-trifluoromethyl-1H-triazolyl)benzonitrile (yield 38.2%) as a milk-white powder (m.p. 143-144° C.).

후처리

  1. customThe resulting reaction mixture
  2. extractionthe organic matters were extracted with 50 ml of ethyl acetate twice
  3. washwashed with 50 ml of water twice
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customPurification of the residue by silica gel column chromatography

출처 및 근거

ORD 기록
ord-779abb2890774921b6ca275c8b65da43
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612105B2

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