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

HRID 2036614노트

반응식

HRID 2036614 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f8edfff05db04284a8cf60fe69486837
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575183B2

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