Water → N1-(3,5-difluorophenyl)-3,5-difluoro-benzene-1,2-diamine

HRID 2036614ノート

反応式

HRID 2036614 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([F:17])[C:11]=2[N+:18]([O-])=O)[CH:5]=[C:6]([F:8])[CH:7]=1.O>CC(O)=O.[Fe]>[F:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:11]([NH2:18])=[C:12]([F:17])[CH:13]=[C:14]([F:16])[CH:15]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

参加物

5

反応物 2

HCID 962WaterHCID 67433031N-(3,5-difluorophenyl)-3,5-difluoro-2-nitroaniline

生成物 1

HCID 67433197N1-(3,5-difluorophenyl)-3,5-difluoro-benzene-1,2-diamine

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

To a solution of N-(3,5-difluorophenyl)-3,5-difluoro-2-nitroaniline (1 g, 3.49 mmol) in AcOH (10.5 mL) was added iron powder (585 mg, 10.48 mmol) and the reaction mixture was heated to 100° C. for 1 h. The reaction mixture was cooled to rt and water was added. The organic layer was extracted with EtOAc and was basified by using satd. sodium bicarbonate solution. The organic phase was dried over sodium sulfate and concentrated in vacuo to provide N1-(3,5-difluorophenyl)-3,5-difluoro-benzene-1,2-diamine. The crude product was carried without further purification.

後処理

  1. temperatureThe reaction mixture was cooled to rt
  2. extractionThe organic layer was extracted with EtOAc
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f8edfff05db04284a8cf60fe69486837
出典データセット
uspto-grants-2013_11
特許番号
US08575183B2

反応ノート

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