p-Toluenesulfonic acid → Benzonitrile, 4-[[(4-propylphenyl)methylene]amino]-

HRID 1658160노트

반응식

HRID 1658160 반응식
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH2:10]([C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1)[CH2:11][CH3:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:10]([C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[N:1][C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)=[CH:15][CH:14]=1)[CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 133964-AminobenzonitrileHCID 1200474-Propylbenzaldehyde

생성물 1

HCID 170100Benzonitrile, 4-[[(4-propylphenyl)methylene]amino]-

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of 5.9 g. of p-aminobenzonitrile and 7.4 g. of p-n-propylbenzaldehyde in 100 ml. of benzene is treated with 150 mg. of p-toluenesulfonic acid and reacted as described in Example 1. After evaporation, there remian 12.5 g. of a yellowish oil which crystallizes with cooling. Purification is carried out by several recrystallizations from isopropanol as described in Example 1. The p-[(p-n-propylbenzyliden)amino]benzonitrile which is obtained has a melting point of 64.8°-65.5°C. and a clearing point of 77.6°C. UV (ethanol): ε280 = 24300 (shoulder at 310 nm). The nuclear magnetic resonance, mass spectrum, infrared and microanalysis data confirm the structure.

후처리

  1. additionA mixture of 5.9 g
  2. customAfter evaporation, there
  3. customof a yellowish oil which crystallizes
  4. temperaturewith cooling
  5. customPurification
  6. customis carried out by several recrystallizations from isopropanol

출처 및 근거

ORD 기록
ord-1c7200a112c64358afcf2fc7e934c113
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03963313

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