p-Toluenesulfonic acid → Benzonitrile, 4-(((4-hexylphenyl)methylene)amino)-

HRID 1658163ノート

反応式

HRID 1658163 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH2:10]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:10]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[N:1][C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)=[CH:18][CH:17]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 133964-AminobenzonitrileHCID 170813Benzaldehyde, 4-hexyl-

生成物 1

HCID 170099Benzonitrile, 4-(((4-hexylphenyl)methylene)amino)-

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 5.9 g. of p-aminobenzonitrile and 9.5 g. of p-n-hexylbenzaldehyde in 100 ml. of benzene is treated with 150 mg. of p-toluenesulfonic acid and reacted as described in Example 1. After evaporation, there remain 14.4 g. of a brownish oil which crystallizes with cooling. Purification is carried out by several recrystallizations from isopropanol as described in Example 1. The p-[(p-n-hexylbenzyliden)amino]benzonitrile which is obtained has a melting point of 32.2°-33.0°C. and a clearing point of 64.5°C. UV (ethanol): ε281 = 23500 (shoulder at 310 nm). The nuclear magnetic resonance, mass spectrum, infrared and microanalysis data confirm the structure.

後処理

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

出典と根拠

ORDレコード
ord-6204ca42da39428fb78272b03b9c356a
出典データセット
uspto-grants-1976_06
特許番号
US03963313

反応ノート

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