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

HRID 321955
ノート
印刷プレビュー

反応式

HRID 321955 の反応式
[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]
参加物反応条件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 67184N-bromobutanimideHCID 157253742,4-Dichloro-3-methylbenzene-1-sulfonyl chloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 65911,1,2,2-Tetrachloroethane溶媒

反応条件

温度
120 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cb06987a3a8e4b059a36e8dd01ffa744
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06211181B1

反応ノート

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