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N-bromobutanimide → 3-(Bromomethyl)-2,4-dichlorobenzene-1-sulfonyl chloride

HRID 321955
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HRID 321955 반응식
[Br:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[C:15]([CH3:16])=[C:14]([Cl:17])[CH:13]=[CH:12][C:11]=1[S:18]([Cl:21])(=[O:20])=[O:19]>ClC(Cl)C(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:1][CH2:16][C:15]1[C:10]([Cl:9])=[C:11]([S:18]([Cl:21])(=[O:20])=[O:19])[CH:12]=[CH:13][C:14]=1[Cl:17]
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참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 157253742,4-Dichloro-3-methylbenzene-1-sulfonyl chloride

생성물 1

HCID 158190763-(Bromomethyl)-2,4-dichlorobenzene-1-sulfonyl chloride수율 47.1%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 65911,1,2,2-Tetrachloroethane용매

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온도
120 °C

실험 절차

85.44 g (0.48 mol) of N-bromosuccinimide and then 200 mg of benzoyl peroxide are added to a solution, at room temperature, of 41.52 g (0.16 mol) of 2,4-dichloro-3-methylbenzenesulfonyl chloride in 150 ml of 1,1,2,2-tetrachloroethane. The reaction mixture is heated at 120° C. for 2 hours. It is cooled and filtered and the filtrate is washed successively with water, with saturated sodium bicarbonate solution and finally with water until the washings are neutral. The organic phase collected from the filtrate is then dried over magnesium sulfate and concentrated. Recrystallization from hexane gives 25.53 g of the expected product in the form of white crystals (yield =47%).

후처리

  1. temperatureIt is cooled
  2. filtrationfiltered
  3. washthe filtrate is washed successively with water, with saturated sodium bicarbonate solution and finally with water until the washings
  4. customThe organic phase collected from the filtrate
  5. dry with materialis then dried over magnesium sulfate
  6. concentrationconcentrated
  7. customRecrystallization from hexane

출처 및 근거

ORD 기록
ord-cb06987a3a8e4b059a36e8dd01ffa744
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06211181B1

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