Benzaldehyde → N-benzylidene-3,5-dichloroaniline

HRID 2049532

반응식

HRID 2049532 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 962139N-benzylidene-3,5-dichloroaniline

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6e25c6e8d5904ed39b948eae8e3706a8
출처 데이터셋
uspto-grants-1980_04
특허 번호
US04198349

연결된 노트

불러오는 중…