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

HRID 1421543
ノート
印刷プレビュー

反応式

HRID 1421543 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

HCID 539980974-Chloro-4'-methylmercaptomethylbenzophenone isobutoxycarbonyl hydrazone収率 24.8%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-634b589ad6f847c997c2e38fd862ead8
出典データセット
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06077866

反応ノート

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