Reaction #41215

ord-155357146c4d4f2382a0acdf7e7d0711

Reaction equation

CC(=O)Oc1cccc2c1C(=O)c1c(OC(C)=O)cc(C(=O)O)cc1C2=O
Diacerein
Cl
HCl
→
O=C(O)c1cc(O)c2c(c1)C(=O)c1cccc(O)c1C2=O
4,5-Dihydroxy-9,10-dioxoanthracene-2-carboxylic acid

Reactants

CC(=O)Oc1cccc2c1C(=O)c1c(OC(C)=O)cc(C(=O)O)cc1C2=O
Diacerein
Cl
HCl

Reagents

None

Solvents

O=C([O-])[O-].[Na+].[Na+]
Na2CO3

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherresulting in a red mixture
  2. 2
    Otherto give a yellow precipitate
  3. 3
    FiltrationThis was filtered
  4. 4
    Otherdried in a vac-oven at 50° C. (168 g,>100%)

Procedure

Diacerein (150 g, 0.41 mol) was stirred in 10% (w/w) Na2CO3 solution (4 L) resulting in a red mixture. After stirring overnight the mixture was acidified to pH2 with 5M HCl solution to give a yellow precipitate. This was filtered and dried in a vac-oven at 50° C. (168 g,>100%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728035B2uspto-grants-2010_06