Sodium Hydroxide → HCID 178467356, 화합물

HRID 885424

반응식

HRID 885424 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[C:3]=1[NH2:4].[OH-].[Na+].[CH2:14]([O:16][C:17](OCC)(OCC)OCC)[CH3:15]>C(O)C>[Cl:1][C:2]1[C:3]2[NH:4][C:17]([O:16][CH2:14][CH3:15])=[N:9][C:5]=2[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 66213Tetraethyl orthocarbonateHCID 698552-Chloro-6-nitroaniline

생성물 1

HCID 178467356HCID 178467356, 화합물수율 35.1%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
130 °C

실험 절차

2-Chloro-6-nitroaniline (3.45 g, 20.0 mmol) and stannous chloride dihydrate (18.05 g, 80.0 mmol) were heated under reflux in ethanol (80 mL) for 3 hr. The reaction mixture was neutralized with aqueous sodium hydroxide solution, and the precipitate was filtered off. The filtrate was extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was mixed with tetraethoxymethane (10 mL, 47.7 mmol) and the mixture was stirred at 130° C. for 12 hr. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=50/50) to give the title compound (1.38 g, 35%).

후처리

  1. filtrationthe precipitate was filtered off
  2. extractionThe filtrate was extracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=50/50)

출처 및 근거

ORD 기록
ord-6e1933e1b30e41918fc506baf6325c5e
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242151B2

연결된 노트

불러오는 중…