Potassium Nitrate → HCID 18996956, compound

HRID 374652Notes

Reaction equation

HRID 374652 reaction equation
[CH3:1][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][CH3:19])[C:8](=[O:20])[C:7]=2[CH:6]=[C:5]([C:21]([OH:23])=[O:22])[CH:4]=1.[N+:24]([O-])([O-:26])=[O:25].[K+]>S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[C:10]([N+:24]([O-:26])=[O:25])[CH:11]=[CH:12][C:13]=3[O:18][CH3:19])[C:8](=[O:20])[C:7]=2[CH:6]=[C:5]([C:21]([OH:23])=[O:22])[CH:4]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 99727772-Anthracenecarboxylic acid, 9,10-dihydro-4,5-dimethoxy-9,10-dioxo-

Product 1

HCID 18996956HCID 18996956, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Concentrated sulphuric acid (20 ml) was cooled to 5° C., and 9,10-dihydro-4,5-dimethoxy-9,10-dioxoanthracene-2-carboxylic acid (1 g) was added portionwise during fifteen minutes, resulting in a deep crimson coloration. Maintaining the cool temperature, potassium nitrate (0.36 g) was added portionwise during 10 minutes. Stirring continued at 5° C. for a further 15 minutes before the mixture was allowed to warm to room temperature. Upon reaching room temperature, the mixture was heated to 40° C. for 1 hour. The material was then poured onto ice/water (100 ml), generating a yellow precipitate. This solid was collected by filtration and washed with water (1×100 ml). Drying in vacuo over silica gel yielded 9,10-dihydro-4,5-dimethoxy-9,10-dioxo-8-nitro-anthracene-2-carboxylic acid as a signal yellow powder, decomposition point 230° C.

Workup

  1. customresulting in a deep crimson coloration
  2. additionwas added portionwise during 10 minutes
  3. customUpon reaching room temperature
  4. temperaturethe mixture was heated to 40° C. for 1 hour
  5. additionThe material was then poured onto ice/water (100 ml)
  6. filtrationThis solid was collected by filtration
  7. washwashed with water (1×100 ml)
  8. customDrying in vacuo over silica gel

Sources & evidence

ORD record
ord-bd4887fdcffd4315a8c97508e46100c0
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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