Hydrogen Bromide → HCID 18996985, compound

HRID 374651Notes

Reaction equation

HRID 374651 reaction equation
C[O:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[O:18]C)[C:8](=[O:20])[C:7]=2[CH:6]=[C:5]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])[CH:4]=1.Br>O>[OH:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[OH:18])[C:8](=[O:20])[C:7]=2[CH:6]=[C:5]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])[CH:4]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 10067138HCID 10067138, compound

Product 1

HCID 18996985HCID 18996985, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

N-(9,10-Dihydro-4,5-dimethoxy-9,10-dioxoanthracen-2-yl)methanesulphonamide (1.45 g) was suspended in a 48% solution of hydrobromic acid in water (30 ml) and heated to reflux under an atmosphere of nitrogen for 60 hours. The mixture was poured into water (100 ml) generating a precipitate which was collected by filtration. Drying in vacuo over silica gel yielded N-(9,10-dihydro-4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methanesulphonamide at 92% purity (HPLC) as a brown powder, m.p. >300° C.

Workup

  1. temperatureheated
  2. temperatureto reflux under an atmosphere of nitrogen for 60 hours
  3. filtrationwas collected by filtration
  4. customDrying in vacuo over silica gel

Sources & evidence

ORD record
ord-1ac5d15517a64f8a8a7b6c73c6e1fd49
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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