Benzaldehyde → N-benzylidene-3,5-dichloroaniline

HRID 47093

反応式

HRID 47093 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:9])[CH:8]=1)[NH2:5].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C>C1(C)C=CC=CC=1>[CH:10](=[N:5][C:4]1[CH:3]=[C:2]([Cl:1])[CH:8]=[C:7]([Cl:9])[CH:6]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 240BenzaldehydeHCID 297MethaneHCID 122813,5-DichloroanilineHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 962139N-benzylidene-3,5-dichloroaniline

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a reaction flask, equipped with a Dean-Stark trap, is added 3,5-dichloroaniline (16.2 g., 0.10 mole), benzaldehyde (10.6 g., 0.10 mole), p-toluenesulfonic acid monohydrate (0.2 g.), and toluene (100 ml.). The reaction mixture is then warmed to reflux and the water (1.65 ml.) collected by azeotroping. The cooled reaction mixture is treated with charcoal and the filtrate reduced in vacuo to give an amber oil that crystallizes on standing to give N-benzylidene-3,5-dichloroaniline which is recrystallized from pentane. m.p. 52°-53° C.

後処理

  1. customTo a reaction flask, equipped with a Dean-Stark trap
  2. temperatureThe reaction mixture is then warmed
  3. temperatureto reflux
  4. customthe water (1.65 ml.) collected
  5. customby azeotroping
  6. customThe cooled reaction mixture
  7. customto give an amber oil that
  8. customcrystallizes

出典と根拠

ORDレコード
ord-1d533b0ee12a4551bfa21b47f1cc1c56
出典データセット
uspto-grants-1979_11
特許番号
US04176198

関連ノート

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