Water → HCID 178519900, compound

HRID 279033Notes

Reaction equation

HRID 279033 reaction equation
[OH:1][N:2]1[C:15](=[O:16])[C:14]2=[CH:17][CH:18]=[CH:19][C:12]3[C:13]2=[C:4]([CH:5]=[C:6]2[C:11]=3[CH2:10][O:9]C[O:7]2)[C:3]1=[O:20].BrBr.O>O1CCOCC1>[OH:1][N:2]1[C:3](=[O:20])[C:4]2[CH:5]=[C:6]([OH:7])[C:11]([CH:10]=[O:9])=[C:12]3[C:13]=2[C:14](=[CH:17][CH:18]=[CH:19]3)[C:15]1=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 22623976HCID 22623976, compound

Product 1

HCID 178519900HCID 178519900, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a suspension of 360 mg (1.33 mmol) of 5-hydroxy-11H-8,10-dioxa-5-aza-benzo[de]anthracene-4,6-dione (from Example 45) in 20 mL dioxane was added 0.36 mL (6.98 mmol) of bromine. The reaction mixture was refluxed for 1 hour and poured into 150 mL water. The precipitate was isolated and dried to yield 290 mg of the title compound, mp 237-253° C. (dec.)

Workup

  1. temperatureThe reaction mixture was refluxed for 1 hour
  2. customThe precipitate was isolated
  3. customdried

Sources & evidence

ORD record
ord-45bb50babed84bc0896caeaa0d5355d7
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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