Pyridine → N-isopropyl-N-(4-oxobutyl)-3,4-dichlorobenzenesulfonamide

HRID 2290954

반응식

HRID 2290954 반응식
N1C=CC=CC=1.[CH:7]([N:10]([CH2:22][CH2:23][CH2:24][CH2:25][OH:26])[S:11]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=1)(=[O:13])=[O:12])([CH3:9])[CH3:8]>C(Cl)Cl.[O-2].[O-2].[O-2].[Cr+6]>[CH:7]([N:10]([CH2:22][CH2:23][CH2:24][CH:25]=[O:26])[S:11]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=1)(=[O:12])=[O:13])([CH3:9])[CH3:8]

참가 물질

5

반응물 2

HCID 1049PyridineHCID 13770966N-isopropyl-N-(4-hydroxybutyl)-3,4-dichlorobenzenesulfonamide

생성물 1

HCID 13770967N-isopropyl-N-(4-oxobutyl)-3,4-dichlorobenzenesulfonamide

시약·촉매·용매 2

HCID 10219390chromium (VI) trioxide촉매HCID 6344Dichloromethane용매2회

실험 절차

Pyridine-chromic acid complex was prepared by adding chromium trioxide (26.4 g, 94 m. moles) to pyridine (41.76 g) in methylene chloride (660 ml). The reaction mixture was stirred at room temperature for 3/4 hours. Then N-isopropyl-N-(4-hydroxybutyl)-3,4-dichlorobenzenesulfonamide prepared in the preceding paragraph (15.01 g) in methylene chloride (150 ml) was added all at once. After 1/2 hour the liquid was decanted and washed with 5% aqueous NaOH, 5% aqueous HCl, 5% aqueous NaHCO3 and finally brine. After removal of solvent there was obtained N-isopropyl-N-(4-oxobutyl)-3,4-dichlorobenzenesulfonamide as a dark oil (9.01 g) which started to nicely crystallize but was used below without further purification.

후처리

  1. customPyridine-chromic acid complex was prepared
  2. additionwas added all at once
  3. customAfter 1/2 hour the liquid was decanted
  4. washwashed with 5% aqueous NaOH, 5% aqueous HCl, 5% aqueous NaHCO3 and finally brine
  5. customAfter removal of solvent there

출처 및 근거

ORD 기록
ord-691aea981ce346a3b0539ec7acdd382e
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04618711

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