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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019486Generated: October 25, 2026

Ethanolamine → 1-(2-(Dimethylamino)ethylamino)-5-(2-hydroxyl ethylamino)anthracene-9,10-dione

https://huagongshe.com/reaction/1019486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
Reactant1-Chloro-5-(2-(dimethylamino)ethylamino)anthracene-9,10-dioneHCID 14320125—
SolventDichloromethaneHCID 6344—
Product1-(2-(Dimethylamino)ethylamino)-5-(2-hydroxyl ethylamino)anthracene-9,10-dioneHCID 5922912338.8%

Reaction Conditions

Temperature-150 °C

Reaction Steps

A mixture of Compound 17 (0.87 g, 2.7 mmol) and ethanolamine (0.8 mL, 13.23 mmol) was heated in an oil bath (−150° C.) for 18 hours. The mixture was cooled to room temperature, dissolved in 100 mL CH2Cl2 and extracted with water and brine. The organic layer was dried (Na2SO4) and evaporated to provide Compound 21 (370 mg). This product was used in the next step without any purification. Rf (9:1 CHCl3/MeOH) 0.19. The structure of Compound 21 is given below:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08715944B2
Source datasetuspto-grants-2014_05
ORD IDord-1a12c87f41054061aa0a5b8452b10717
Source noteuspto-grants-2014_05