Sulfuric Acid → Anthraquinone

HRID 1585960

Reaction equation

HRID 1585960 reaction equation
O[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][C:3]=1O.S(=O)(=O)(O)O.C(NC(=O)C=C)O>>[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 3

HCID 1118Sulfuric AcidHCID 6683Purpurin anthraquinoneHCID 13543N-Methylolacrylamide

Product 1

HCID 6780Anthraquinone

Procedure

Twenty-five parts of 1,2,4-trihydroxy-anthraquinone was added to 45 parts of concentrated sulfuric acid. The obtained mixture was cooled with ice in a nitrogen atmosphere. Then, 15 parts of N-methylolacrylamide was added to the resulting mixture in portions. After the completion of the addition, the obtained mixture was stirred at room temperature for 24 hours and poured over a large amount of ice. The precipitate thus formed was recrystallized from ethanol to give a reddish-brown polymerizable anthraquinone dye F. The anthraquinone dye F is represented by the below chemical formula (VII). ##STR7##

Workup

  1. temperatureThe obtained mixture was cooled with ice in a nitrogen atmosphere
  2. additionAfter the completion of the addition
  3. additionpoured over a large amount of ice
  4. customThe precipitate thus formed
  5. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-6ad16c9d725f4e9a9ebec3519a1d67b4
Source dataset
uspto-grants-1999_08
Patent number
US05942292

Linked notes

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