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

HRID 2227186ノート

反応式

HRID 2227186 の反応式
[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

参加物

5

反応物 2

HCID 178973294-Chloro-2,3-difluoro-6-nitroanilineHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-801404b2f62045549839bc3da3e9e1e8
出典データセット
uspto-grants-2002_07
特許番号
US06413938B1

反応ノート

読み込み中…