Tyramine → 1,8-Bis{[2-(4-hydroxyphenyl)ethyl]amino}anthracene-9,10-dione

HRID 1589881ノート

反応式

HRID 1589881 の反応式
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3Cl)[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[NH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1>ClC1C=CC=CC=1Cl>[OH:28][C:25]1[CH:26]=[CH:27][C:22]([CH2:21][CH2:20][NH:19][C:2]2[C:15]3[C:14](=[O:16])[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][C:12]=4[NH:19][CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=4)[C:7](=[O:18])[C:6]=3[CH:5]=[CH:4][CH:3]=2)=[CH:23][CH:24]=1

参加物

4

反応物 2

HCID 5610TyramineHCID 67081,8-Dichloroanthraquinone

生成物 1

HCID 220980051,8-Bis{[2-(4-hydroxyphenyl)ethyl]amino}anthracene-9,10-dione収率 62%

試薬・触媒・溶媒 1

HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
160 °C

実験手順

A mixture of 27.7 grams (0.1 mole) of 1,8-dichloroanthraquinone, and 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.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe product was collected by filtration
  3. customThereafter, the aforementioned product was recrystallized from isopropanol

出典と根拠

ORDレコード
ord-bdfec3c3ab3c49ebb1065d51df61ff09
出典データセット
uspto-grants-1993_04
特許番号
US05200290

反応ノート

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