Sodium Hydroxide → 4-Fluoro-5-(5-isoquinolylsulfanyl)-1,2-benzenediamine

HRID 619728

반응식

HRID 619728 반응식
[F:1][C:2]1[C:8]([S:9][C:10]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:11]=2[CH:12]=[CH:13][N:14]=[CH:15]3)=[CH:7][C:5]([NH2:6])=[C:4]([N+:20]([O-])=O)[CH:3]=1.[OH-].[Na+]>Cl>[F:1][C:2]1[CH:3]=[C:4]([NH2:20])[C:5]([NH2:6])=[CH:7][C:8]=1[S:9][C:10]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:11]=1[CH:12]=[CH:13][N:14]=[CH:15]2

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 218469024-Fluoro-5-(5-isoquinolylsulfanyl)-2-nitroaniline

생성물 1

HCID 218469084-Fluoro-5-(5-isoquinolylsulfanyl)-1,2-benzenediamine수율 69.1%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

4-Fluoro-5-(5-isoquinolylsulfanyl)-2-nitroaniline 1.60 g (5.1 mmol) was dissolved in concentrated hydrochloric acid 30 ml, stannous chloride dihydrate 4.10 g (18.2 mmol) was added, and the mixture was stirred for 2 hours at room temperature. After 50% sodium hydroxide was added, the resulting alkaline solution was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was recrystallized from ethyl acetate-n-hexane to obtain 4-fluoro-5-(5-isoquinolylsulfanyl)-1,2-benzenediamine 1.00 g (69.1%).

후처리

  1. extractionthe resulting alkaline solution was extracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was recrystallized from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-14812b6731cd4dd38003d72eb9372e25
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05959107

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