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

HRID 1891015ノート

反応式

HRID 1891015 の反応式
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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid触媒HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6d35f2d12fa04d2283f443769a77ea70
出典データセット
uspto-grants-2013_08
特許番号
US08507498B2

反応ノート

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