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Dimethylformamide → 5-Dimethylamino-N,N-dimethyl-2-nitro-benzenesulfonamide

HRID 1687428
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HRID 1687428 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:14]([O-:16])=[O:15])=[C:6]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:23][N:24](C)[CH:25]=O.Cl.CNC>O>[CH3:23][N:24]([CH3:25])[C:2]1[CH:3]=[CH:4][C:5]([N+:14]([O-:16])=[O:15])=[C:6]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])[CH:7]=1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 672642335-Chloro-N,N-dimethyl-2-nitro-benzenesulfonamide

생성물 1

HCID 672635315-Dimethylamino-N,N-dimethyl-2-nitro-benzenesulfonamide

시약·촉매·용매 1

HCID 962Water
용매

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온도
50 °C

실험 절차

To a suspension of 5-Chloro-N,N-dimethyl-2-nitro-benzenesulfonamide (1.8 g, 0.0068 mol) and Potassium carbonate (3.3 g, 0.024 mol) in N,N-Dimethylformamide (20 mL, 0.2 mol) was added Dimethylamine hydrochloride (0.83 g, 0.010 mol). The suspension was heated at 50° C. The mixture was cooled to room temperature and poured into water. The precipitate was filtered and rinsed with water then hexane. The recovered material was purified by silica gel chromatography using 0%→20% Methanol:Dichloromethane solvent gradient. 5-Dimethylamino-N,N-dimethyl-2-nitro-benzenesulfonamide isolated as a yellow solid (0.55 g, 30%).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe precipitate was filtered
  3. washrinsed with water
  4. customThe recovered material was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-183c181444e1408db5dbd4de7cd12ab0
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08148391B2

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