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Isobutyl chloroformate → 4-Chloro-4'-methylmercaptomethylbenzophenone isobutoxycarbonyl hydrazone

HRID 1421543
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HRID 1421543 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6](=[N:16][NH2:17])[C:7]2[CH:12]=[CH:11][C:10]([CH2:13][S:14][CH3:15])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[C:20](Cl)(=[O:26])[O:21][CH2:22][CH:23]([CH3:25])[CH3:24]>CN(C1C=CN=CC=1)C.ClCCl>[CH2:22]([O:21][C:20]([NH:17][N:16]=[C:6]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][S:14][CH3:15])=[CH:9][CH:8]=1)[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:19][CH:18]=1)=[O:26])[CH:23]([CH3:25])[CH3:24]
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참가 물질

5

반응물 2

HCID 62365Isobutyl chloroformateHCID 857041584-Chloro-4'-methylmercaptomethylbenzophenone hydrazone

생성물 1

HCID 539980974-Chloro-4'-methylmercaptomethylbenzophenone isobutoxycarbonyl hydrazone수율 24.8%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a dichloromethane solution (30 ml) of 4-chloro-4'-methylmercaptomethylbenzophenone hydrazone (1.5 g) and 4-(N,N-dimethylamino)pyridine (1.2 g), isobutyl chlorocarbonate (0.8 g) was dropwise added under cooling with ice and subsequently stirred at a room temperature for 20 hours. The reaction mixture was then successively washed with 2N hydrochloric acid, water and an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. After distilling off the solvent, the crude product was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:4) to obtain 4-chloro-4'-methylmercaptomethylbenzophenone isobutoxycarbonyl hydrazone (0.5 g) as an isomer mixture.

후처리

  1. temperatureunder cooling with ice
  2. washThe reaction mixture was then successively washed with 2N hydrochloric acid, water
  3. dry with materialan aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate
  4. distillationAfter distilling off the solvent
  5. customthe crude product was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:4)

출처 및 근거

ORD 기록
ord-634b589ad6f847c997c2e38fd862ead8
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06077866

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