53566-95-3

基本信息
4,4'-二甲酰三苯胺
N,N-二(4-甲酰苯基)苯胺
N,N-雙(對甲?;交?苯胺
雙(4-甲酰苯基)苯胺(升華精制品)
N,N-二(4-甲酰苯基)苯胺 10G
雙(4-甲酰苯基)苯胺N,N-二(4-甲酰苯基)苯胺 4,4'-(苯亞胺基)二苯甲醛
SPECS AK-249/40652631
Bis(4-formylphenyl)aniline
4,4'-DIFORMYLTRIPHENYLAMINE
N,N-BIS(4-FORMYLPHENYL)ANILINE
BIS(4-FORMYLPHENYL)PHENYLAMINE
4,4'-(PHENYLIMINO)DIBENZALDEHYDE
4,4′-(Phenylimino)bisbenzaldehyde
N,N-Bis-(p-formylphenyl)phenylamine
4,4'-(phenylazanediyl)dibenzaldehyde
物理化學性質(zhì)
制備方法

603-34-9

68-12-2

53566-95-3
以三苯胺和N,N-二甲基甲酰胺為原料合成N,N-二(4-甲酰苯基)苯胺的一般步驟如下:在冰浴條件下,將POCl3(56.0 mL,0.53 mol)緩慢滴加至攪拌中的三苯胺(12.3 g,0.05 mol)的無水DMF(38.0 mL,0.5 mol)溶液中。隨后,將反應混合物加熱至95℃并持續(xù)攪拌5小時。反應完成后,將所得溶液倒入水中,并用20% NaOH溶液中和至pH 8。用乙酸乙酯(3×200 mL)萃取產(chǎn)物,水洗有機相,無水MgSO4干燥,減壓濃縮除去溶劑。粗產(chǎn)物通過硅膠柱色譜法純化,采用乙酸乙酯/環(huán)己烷(1:5,v/v)作為洗脫劑,得到目標產(chǎn)物N,N-二(4-甲酰苯基)苯胺(黃色固體,11.45 g,收率76%,熔點120-123℃)。產(chǎn)物經(jīng)IR(KBr,cm-1):3044, 3038, 2816, 2745, 1691, 1601, 1584, 1508, 1336, 828, 772, 758確認;1H NMR(400 MHz,CDCl3,δ ppm):9.90(s,2H,CHO),7.7-7.8(m,6H),7.3-7.4(m,3H),7.1-7.3(m,4H);13C NMR(101 MHz,CDCl3,δ ppm):191.05, 151.72, 145.56, 131.70, 130.58, 130.21, 129.34, 126.48, 125.62;EI-MS(m/z):302.1131 [M+H]+(計算值C20H15NO2:301.1121)。
參考文獻:
[1] New Journal of Chemistry, 2016, vol. 40, # 10, p. 8837 - 8845
[2] Molecular Crystals and Liquid Crystals, 2010, vol. 532, p. 55 - 64
[3] New Journal of Chemistry, 2017, vol. 41, # 16, p. 7908 - 7914
[4] Dyes and Pigments, 2016, vol. 133, p. 363 - 371
[5] Physical Chemistry Chemical Physics, 2016, vol. 18, # 40, p. 28052 - 28060