Ethanol → 1-(3-aminophenyl)-N,N-dimethylmethanesulfonamide

HRID 1891015노트

반응식

HRID 1891015 반응식
C(O)C.[CH3:4][N:5]([CH3:19])[S:6]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=1)(=[O:8])=[O:7].C(=O)([O-])[O-].[Na+].[Na+]>Cl.[Fe].O>[NH2:16][C:12]1[CH:11]=[C:10]([CH2:9][S:6]([N:5]([CH3:19])[CH3:4])(=[O:8])=[O:7])[CH:15]=[CH:14][CH:13]=1

참가 물질

7

반응물 3

HCID 702EthanolHCID 10340Sodium CarbonateHCID 28632733N,N-dimethyl-1-(3-nitrophenyl)methanesulfonamide

생성물 1

HCID 432562151-(3-aminophenyl)-N,N-dimethylmethanesulfonamide

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

To a stirred mixture of iron powder (0.5 g), ethanol (20 ml), water (1 ml) and concentrated hydrochloric acid (5 drops) at reflux was added N,N-Dimethyl-C-(3-nitro-phenyl)-methanesulfonamide (0.5 g). The mixture was then heated under reflux for a further 2 hours then basified with excess sodium carbonate solution, cooled to 60° C., then filtered. The filter cake washed with ethanol and the filtrate evaporated. The crude product was partitioned between ethyl acetate and water, separation and evaporation of the organic phase gave C-(3-Amino-phenyl)-N,N-dimethyl-methanesulfonamide, 0.4 g, sufficiently pure to use.

후처리

  1. temperatureat reflux
  2. temperatureThe mixture was then heated
  3. temperatureunder reflux for a further 2 hours
  4. filtrationfiltered
  5. washThe filter cake washed with ethanol
  6. customthe filtrate evaporated
  7. customThe crude product was partitioned between ethyl acetate and water, separation and evaporation of the organic phase

출처 및 근거

ORD 기록
ord-6d35f2d12fa04d2283f443769a77ea70
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507498B2

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