Water → 1-(1-Ethylpropylamino)-4-bromanthraquinone

HRID 441107

Reaction equation

HRID 441107 reaction equation
[CH2:1]([CH:3]([NH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:22])[C:11]=2[CH:10]=[CH:9][CH:8]=1)[CH2:4][CH3:5])[CH3:2].O.S([O-])([O-])=O.[Na+].[Na+].[Br:30]Br>C(O)(=O)C>[CH2:1]([CH:3]([NH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:22])[C:11]=2[C:10]([Br:30])=[CH:9][CH:8]=1)[CH2:4][CH3:5])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 24408Bromine3×HCID 24437Sodium SulfiteHCID 229162751-(1-Ethylpropylamino)anthraquinone

Product 1

HCID 229162741-(1-Ethylpropylamino)-4-bromanthraquinone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

EPAQ (20.02 g) was dissolved in hot acetic acid. In a separate flask, bromine (12.03 g) was dissolved in acetic acid (ca. 10 mL). The bromine solution was slowly added to the dye solution. The reaction was allowed to proceed for 1/2 hour with occasional shaking The reaction mixture was poured into water (600 mL), and aqueous sodium sulfite was added to discharge the bromine. The aqueous solution was decanted off. The solid was dissolved in methylene chloride, then concentrated, and slowly added to cold methanol, whereupon a solid precipitated.

Workup

  1. additionwas added
  2. customThe aqueous solution was decanted off
  3. dissolutionThe solid was dissolved in methylene chloride
  4. concentrationconcentrated
  5. additionslowly added to cold methanol, whereupon a solid
  6. customprecipitated

Sources & evidence

ORD record
ord-c5dd409e8de1488eb2200169ce876e1a
Source dataset
uspto-grants-1996_05
Patent number
US05521271

Linked notes

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