Water → 9,10-Anthracenedione, 1,5-bis[(3-hydroxypropyl)amino]-

HRID 215700

Reaktionsgleichung

Reaktionsgleichung von HRID 215700
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9](Cl)[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[NH2:19][CH2:20][CH2:21][CH2:22][OH:23].[OH2:24]>CS(C)=O>[OH:23][CH2:22][CH2:21][CH2:20][NH:19][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([NH:19][CH2:20][CH2:21][CH2:22][OH:24])[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 67111,5-DichloroanthraquinoneHCID 90863-Amino-1-propanol

Produkt 1

HCID 113142159,10-Anthracenedione, 1,5-bis[(3-hydroxypropyl)amino]-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

1,5-Dichloroanthraquinone (2.8 g; 10 mmol) is mixed with 3-amino-1-propanol (10 mL) in DMSO (50 mL) and heated to 130° C. for 4 hours. The mixture is cooled to ˜80° and added water (150 mL). When the mixture has reached RT the formed precipitate is isolated by filtration, washed with water (2×50 mL), boiled in toluene (200 mL) and the un-dissolved product is isolated by filtration and dried. Yield: 3.2 g (90%).

Aufarbeitung

  1. temperatureThe mixture is cooled to ˜80°
  2. customhas reached RT
  3. customis isolated by filtration
  4. washwashed with water (2×50 mL)
  5. customthe un-dissolved product is isolated by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f3325466c0ec494da3cb892c8ffb6c54
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08192937B2

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