Sulfuric Acid → Purpurin anthraquinone

HRID 400327

Reaction equation

HRID 400327 reaction equation
S(=O)(=O)(O)[OH:2].[CH:6]1[CH:11]=[C:10]2[C:12]([C:14]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([OH:23])[C:15]=3[C:16](=[O:17])[C:9]2=[CH:8][CH:7]=1)=[O:13]>[O-2].[O-2].[Mn+4].O>[CH:6]1[CH:7]=[CH:8][C:9]2[C:16](=[O:17])[C:15]3[C:18]([OH:23])=[C:19]([OH:22])[CH:20]=[C:21]([OH:2])[C:14]=3[C:12](=[O:13])[C:10]=2[CH:11]=1

Participants

5

Reactant 2

HCID 1118Sulfuric Acid2×HCID 6293Alizarin

Product 1

HCID 6683Purpurin anthraquinone

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 962WaterSolvent2×

Conditions

Temperature
10 °C

Procedure

A suspension of 17.5 g of manganese dioxide/40 g of concentrated sulfuric acid, that had been prepared by putting 9.0 g of water and 130 g of 96% sulfuric acid into 30 g of alizarin (manufactured by Sigma-Aldrich Corporation), followed by ice-cooling, was added over 1 hour to a reaction liquid while maintaining it at 10° C. or lower. After 2 hours, the reaction liquid was poured into 1 L of water, with the inside of the container being washed with 400 mL of water, and filtered. The crystal collected by filtration was washed with 300 mL of methanol and dried to obtain 32.4 g of purpurin.

Workup

  1. customhad been prepared
  2. temperaturecooling
  3. additionwas added over 1 hour to a reaction liquid
  4. customthe reaction liquid
  5. washbeing washed with 400 mL of water
  6. filtrationfiltered
  7. filtrationThe crystal collected by filtration
  8. washwas washed with 300 mL of methanol
  9. customdried

Sources & evidence

ORD record
ord-3f0738e119114fdcbc6b23a076db3b5d
Source dataset
uspto-grants-2014_06
Patent number
US08741513B2

Linked notes

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