Hydrogen Bromide → HCID 18996990, compound

HRID 374650Notes

Reaction equation

HRID 374650 reaction equation
[NH2:1][C:2]1[CH:15]=[C:14]([O:16]C)[C:13]2[C:12](=[O:18])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[O:19]C)[C:5](=[O:21])[C:4]=2[CH:3]=1.Br>O>[NH2:1][C:2]1[CH:15]=[C:14]([OH:16])[C:13]2[C:12](=[O:18])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[OH:19])[C:5](=[O:21])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 18996959HCID 18996959, compound

Product 1

HCID 18996990HCID 18996990, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2-Amino-9,10-dihydro-4,5-dimethoxy-9,10-dioxoanthracene (1 g) was suspended in a 48% solution of hydrobromic acid in water (30 ml) and heated to reflux under an atmosphere of nitrogen for sixty hours. The red suspension turned brown. The mixture was poured into water (100 ml), creating a red precipitate which was collected by filtration. Drying in vacuo over silica gel yielded 2-amino-9,10-dihydro-4,5-dihydroxy-9,10-dioxoanthracene as a dark red powder, m.p. 250°-252° C.

Workup

  1. temperatureheated
  2. temperatureto reflux under an atmosphere of nitrogen for sixty hours
  3. filtrationwas collected by filtration
  4. customDrying in vacuo over silica gel

Sources & evidence

ORD record
ord-56c857b7d78b430790c4b31319fb3758
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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