1-Amino-4-hydroxyanthraquinone → Anthraquinone

HRID 1585959Notes

Reaction equation

HRID 1585959 reaction equation
N[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](O)=[CH:4][CH:3]=1.C(N=C=O)(C)=C>C(Cl)(Cl)Cl>[CH:9]1[C:8]2[C:7](=[O:17])[C:6]3[C:15](=[CH:2][CH:3]=[CH:4][CH:5]=3)[C:14](=[O:16])[C:13]=2[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 83231-Amino-4-hydroxyanthraquinoneHCID 129630262-Isocyanatoprop-1-ene

Product 1

HCID 6780Anthraquinone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution prepared by adding 0.005 part of methoquinone to 24 parts of 1-amino-4-hydroxy-anthraquinone and dissolving the obtained mixture in 900 parts of dried chloroform was cooled with ice in a nitrogen atmosphere. Then, 18 parts of isopropenyl isocyanate was dropped into the resulting solution. After the completion of the dropping, the obtained mixture was stirred under cooling with ice for 3 hours to complete a reaction. Then, the obtained reaction mixture was freed from the chloroform by distillation and recrystallized from ethanol to give a yellow polymerizable anthraquinone dye E. The anthraquinone dye E is represented by the below chemical formula (VI). ##STR6##

Workup

  1. customA solution prepared
  2. temperaturewas cooled with ice in a nitrogen atmosphere
  3. temperatureunder cooling with ice for 3 hours
  4. customa reaction
  5. customThen, the obtained reaction mixture
  6. distillationwas freed from the chloroform by distillation
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d47d2515520a4bc0a431a5cc8c2bac99
Source dataset
uspto-grants-1999_08
Patent number
US05942292

Reaction notes

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