4-Chloroaniline → 5-Chloro-3-(ethylsulfanyl)-3-(2-hydroxyethyl)-1,3-dihydro-2H-indol-2-one

HRID 25969

反応式

HRID 25969 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.ClOC(C)(C)C.[CH2:15]([S:17][CH:18]1[CH2:23][CH2:22][O:21][C:19]1=[O:20])[CH3:16].C(N(CC)CC)C>C(Cl)Cl.O>[Cl:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][CH:3]=1)[NH:6][C:19](=[O:20])[C:18]2([CH2:23][CH2:22][OH:21])[S:17][CH2:15][CH3:16]

参加物

7

反応物 4

HCID 78124-ChloroanilineHCID 8471TriethylamineHCID 521297Tert-Butyl hypochloriteHCID 108772592-Ethylmercaptobutyrolactone

生成物 1

HCID 128664185-Chloro-3-(ethylsulfanyl)-3-(2-hydroxyethyl)-1,3-dihydro-2H-indol-2-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒4 回

実験手順

To the stirred solution of 5.6 g p-chloroaniline in 150 ml of methylene chloride is added dropwise 4.7 ml of t-butyl hypochlorite in 20 ml of methylene chloride at -65°. After ten minutes, the solution of 5.75 g of 2-ethylmercaptobutyrolactone in 20 ml of methylene chloride is added dropwise and the temperature held at -65° for two hours. Then the solution of 6.1 ml of triethylamine in 20 ml of methylene chloride is added dropwise and the mixture is allowed to warm up to room temperature. 50 ml of water are added with stirring and the precipitate filtered off, to yield the 5-chloro-3-(2-hydroxyethyl)-3-ethylmercapto-2-oxindole melting at 132°-135°.

後処理

  1. waitAfter ten minutes
  2. filtrationthe precipitate filtered off

出典と根拠

ORDレコード
ord-f96e9ff5ba8147c991cb80b144fa53c2
出典データセット
uspto-grants-1979_04
特許番号
US04147786

関連ノート

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