Tetrahydrofuran → N-methyl-2-(4-chlorophenyl)-2-cyano-5-phenylthiovaleroamide

HRID 5939

반응식

HRID 5939 반응식
O1CCCC1.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:14]#[N:15])=[CH:9][CH:8]=1.CC(C)([O-])C.[K+].[CH3:31][N:32]=[C:33]=[S:34]>O>[CH3:31][NH:32][C:33](=[S:34])[C:13]([C:10]1[CH:11]=[CH:12][C:7]([Cl:6])=[CH:8][CH:9]=1)([C:14]#[N:15])[CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran3회HCID 11167Methyl isothiocyanateHCID 141477222-(4-Chlorophenyl)-5-phenylvaleronitrileHCID 23665647Potassium tert-butoxide

생성물 1

HCID 19794677N-methyl-2-(4-chlorophenyl)-2-cyano-5-phenylthiovaleroamide수율 52.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a tetrahydrofuran solution containing 1.78 g (6.6 mmole) of 2-(4-chlorophenyl)-5-phenylvaleronitrile was added a tetrahydrofuran solution containing 0.77 g (6.9 mmole) of potassium tert-butoxide at 0° C. After stirring for 30 minutes, a tetrahydrofuran solution containing 0.5 g (6.8 mmol) of methyl isothiocyanate was added to the mixture and the mixture was stirred at room temperature for 2 hours. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, dried and condensed under reduced pressure, and then purified by silica gel chromatography to obtain 1.19 g (yield: 52.4 %) of N-methyl-2-(4-chlorophenyl)-2-cyano-5-phenylthiovaleroamide as a crystal.

후처리

  1. additionwas added to the mixture
  2. stirringthe mixture was stirred at room temperature for 2 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. customdried
  5. customcondensed under reduced pressure
  6. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-9eff2be66d41411fafc7473e558a11ff
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246958

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