4-Chloro-2-nitroaniline → 4-chloro-2-nitro-N-phenylaniline

HRID 1079477ノート

反応式

HRID 1079477 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.Br[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>[Cu]I.O>[CH:13]1[CH:18]=[CH:17][C:16]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([Cl:1])=[CH:3][C:4]=2[N+:9]([O-:11])=[O:10])=[CH:15][CH:14]=1

参加物

7

反応物 4

HCID 69794-Chloro-2-nitroanilineHCID 7961BromobenzeneHCID 8857Ethyl AcetateHCID 11430Potassium Carbonate

生成物 1

HCID 855114-chloro-2-nitro-N-phenylaniline

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒

実験手順

A mixture of 4-chloro-2-nitroaniline (5.5 g), bromobenzene (20 ml), potassium carbonate (1.63 g) and copper(I) iodide (0.68 g) was heated to 180° for 36 h. The reaction mixture was cooled to room temperature, then ethyl acetate (200 ml) and water (300 ml) were added; the organic extracts were washed with brine (2×150 ml), dried and concentrated in vacuo to give the crude compound which was purified by flash chromatography (eluting with CH-EA 95:5) to give the title compound (3.67 g). T.l.c. CH-EA (1:1 ), Rf 0.71.

後処理

  1. temperaturewas heated to 180° for 36 h
  2. washthe organic extracts were washed with brine (2×150 ml)
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customto give the crude compound which
  6. customwas purified by flash chromatography (eluting with CH-EA 95:5)

出典と根拠

ORDレコード
ord-ef7c9cf86b5248839ea9eae3f2e6ce12
出典データセット
uspto-grants-1996_12
特許番号
US05580895

反応ノート

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