Water → 1,4-Bis[2-(4-hydroxyphenyl)ethylamino]anthracene-9,10-dione

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Reaction Steps

A mixture of 21 grams (0.09 mole) of leucoquinizarine, 30 grams (0.22 mole) of p-(2-aminoethyl)phenol in 150 milliliters of pyridine was refluxed for 12 hours. The mixture was cooled to room temperature and poured into 2 liters of water. Thereafter, the product resulting was filtered, washed with water, and recrystallized from acetic acid to yield 26 grams, (60 percent) of 1,4-bis[2-(p-hydroxyphenyl)ethylamino] anthraquinone as a blue powder, m.p. 240° to 242° C.; vis(DMF), λmax 644 nm(ε 16,600); 598 nm(ε 14,100); ms 478 (M+); Analysis Calculated for C30H26N2O4 : C, 75.29; H, 5.48; N, 5.86; O, 13.38. Found: C, 75.46; H, 5.32; N, 5.69; O, 13.26.

Provenance & Evidence