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

HRID 616367

반응식

HRID 616367 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매4회

실험 절차

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 2 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°.

후처리

  1. waitAfter ten minutes
  2. filtrationthe precipitate filtered off

출처 및 근거

ORD 기록
ord-b459c9bc0af5466f894841e23c5e3d02
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04073911

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