反応 #955382

ord-ee879dc178ef42e59c7cf456bf50c4df

反応方程式

O=C1c2cccc(Cl)c2C(=O)c2c(Cl)cccc21
1,8-dichloroanthraquinone
NCCc1ccc(O)cc1
p-(2-aminoethyl)phenol
O=C1c2cccc(NCCc3ccc(O)cc3)c2C(=O)c2c(NCCc3ccc(O)cc3)cccc21
1,8-bis[2-(p-hydroxyphenyl)ethylamino]anthraquinone
収率 62.0%

反応条件

温度
160°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The mixture was cooled to room temperature
  2. 2
    ろ過the product was collected by filtration
  3. 3
    その他Thereafter, the aforementioned product was recrystallized from isopropanol

実験手順

A mixture of 27.7 grams (0.1 mole) of 1,8-dichloroanthraquinone, 30 grams (0.22 mole) of p-(2-aminoethyl)phenol in 200 milliliters of o-dichlorobenzene was heated to 160° C. for 18 hours. The mixture was cooled to room temperature, and the product was collected by filtration. Thereafter, the aforementioned product was recrystallized from isopropanol to yield 29 grams (62 percent) of 1,8-bis[2-(p-hydroxyphenyl)ethylamino]anthraquinone as a red powder, m.p. 181° to 182° C.; vis (DMF), λmax 520 nm (ε 12,000); ms 478 (M+); Analysis Calculated for C30H26N2O4 : C, 75.29; H, 5.48; N, 5.86; O, 13.38. Found: C, 74.94; H, 5.30; N, 5.63; O, 13.17.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04778742uspto-grants-1988_10