Sulfuric Acid → Acenaphtho[1,2-b]quinoxaline-2,5-disulfonic acid

HRID 16039

Reaction equation

HRID 16039 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])O.[CH:6]1[C:15]2[C:16]3[C:25]([C:13]4[C:14]=2[C:9]([CH:10]=[CH:11][CH:12]=4)=[CH:8][CH:7]=1)=[N:24][C:23]1[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=1)[N:17]=3>O>[CH:6]1[C:15]2[C:16]3[C:25]([C:13]4[C:14]=2[C:9]([CH:10]=[C:11]([S:1]([OH:3])(=[O:5])=[O:4])[CH:12]=4)=[CH:8][C:7]=1[S:1]([OH:5])(=[O:4])=[O:3])=[N:24][C:23]1[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=1)[N:17]=3

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 136028Acenaphtho[1,2-b]quinoxaline

Product 1

HCID 22141822Acenaphtho[1,2-b]quinoxaline-2,5-disulfonic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

As represented by the following reaction formula (VII), after 30% fuming sulfuric acid (2.1 L) was added to 300 g of acenaphtho[1,2-b]quinoxaline and the mixture was stirred at room temperature for 24 hours, the resultant was heated to 130° C. and stirred for 32 hours for reaction. While keeping the obtained solution at 40° C. to 50° C., 4.5 L of ion exchange water was added for dilution, and the resultant was further stirred for 3 hours. The precipitate was filtered and recrystallized with sulfuric acid. After being washed with 1 L of acetone for three times, the resultant was filtered and subjected to vacuum drying at 60° C. for 12 hours to obtain acenaphtho[1,2-b]quinoxaline-2,5-disulfonic acid.

Workup

  1. temperaturethe resultant was heated to 130° C.
  2. stirringstirred for 32 hours for reaction
  3. customat 40° C. to 50° C.
  4. stirringthe resultant was further stirred for 3 hours
  5. filtrationThe precipitate was filtered
  6. customrecrystallized with sulfuric acid
  7. washAfter being washed with 1 L of acetone for three times
  8. filtrationthe resultant was filtered
  9. customdrying at 60° C. for 12 hours

Sources & evidence

ORD record
ord-d5f4782e89234052811f98d9e2810004
Source dataset
uspto-grants-2010_06
Patent number
US07736707B2

Linked notes

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