4-Chloro-2,3-difluoro-6-nitroaniline → 5-Chloro-3,4-difluoro-1,2-benzenediamine

HRID 2227186노트

반응식

HRID 2227186 반응식
[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-])=O)[C:5]([NH2:6])=[C:4]([F:12])[C:3]=1[F:13].[H][H]>[Ni].C(O)C>[Cl:1][C:2]1[C:3]([F:13])=[C:4]([F:12])[C:5]([NH2:6])=[C:7]([NH2:9])[CH:8]=1

참가 물질

5

반응물 2

HCID 178973294-Chloro-2,3-difluoro-6-nitroanilineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 184721145-Chloro-3,4-difluoro-1,2-benzenediamine

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

4-Chloro-2,3-difluoro-6-nitroaniline (11.4 g, 54.4. mmol), Raney nickel (Aldrich, Milwaukee, slurry in water, 2.2 g wet) and ethanol (200 mL) were combined in a stirred Parr reactor which was pressurized with hydrogen (250 psig). The mixture was allowed to stir at rt overnight, after which time the reactor was depressurized and the mixture was filtered through Celite and the solvents were removed in vacuo. The remaining residue was dissolved in ethyl acetate, dried over magnesium sulfate and the solvents were removed in vacuo to afford a brownish solid (11.6 g, crude weight); 1H NMR (DMSO-d6) δ: 6.43 (d, J=5.7 Hz, 1H, Ar—H), 5.25 (very br s, 4H, overlapping NH2).

후처리

  1. filtrationthe mixture was filtered through Celite
  2. customthe solvents were removed in vacuo
  3. dissolutionThe remaining residue was dissolved in ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. customthe solvents were removed in vacuo
  6. customto afford a brownish solid (11.6 g

출처 및 근거

ORD 기록
ord-801404b2f62045549839bc3da3e9e1e8
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06413938B1

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