Ammonium Hydroxide → 4-amino-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide

HRID 1514859ノート

反応式

HRID 1514859 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:20]([O-:22])=[O:21].[NH4+:23].[OH-]>O1CCOCC1.O>[NH2:23][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:20]([O-:22])=[O:21]

参加物

5

反応物 2

HCID 14923Ammonium HydroxideHCID 47954984-chloro-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide

生成物 1

HCID 669661164-amino-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
95 °C

実験手順

To a suspension of 4-chloro-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide (0.22 g) in dioxane (2 mL) was added NH4OH (3 mL). The reaction mixture was heated to 95° C. for 8 h. The mixture was cooled to room temperature, diluted with water, and extracted with CH2Cl2. The extract was dried over Na2SO4 and concentrated in vacuo. Purification by column chromatography (SiO2, 3:1 hexane/EtOAc) afforded 4-amino-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextracted with CH2Cl2
  3. dry with materialThe extract was dried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customPurification by column chromatography (SiO2, 3:1 hexane/EtOAc)

出典と根拠

ORDレコード
ord-b777f18b188341a190f700d440237782
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

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