Nitric Acid → HCID 12573606, compound

HRID 1764546Notes

Reaction equation

HRID 1764546 reaction equation
[Na+:1].[Na+].[C:3]1([S:13]([O-:16])(=[O:15])=[O:14])[CH:8]=[CH:7][CH:6]=[C:5]([S:9]([O-:12])(=[O:11])=[O:10])[CH:4]=1.S(=O)(=O)(O)O.[OH-].[Ca+2].[OH-].[N+:25]([O-])([OH:27])=[O:26]>>[Na+:1].[Na+:1].[N+:25]([C:7]1[CH:8]=[C:3]([S:13]([O-:16])(=[O:15])=[O:14])[CH:4]=[C:5]([S:9]([O-:12])(=[O:11])=[O:10])[CH:6]=1)([O-:27])=[O:26]

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 71577Disodium benzene-1,3-disulfonateHCID 6093208Calcium Hydroxide

Product 1

HCID 12573606HCID 12573606, compound

Conditions

Temperature
80 °C

Procedure

A 300 g amount of 1,3-benzenedisulfonic acid disodium salt is added to 400 ml of concentrated sulfuric acid in a 2 liter-three neck flask fitted with a stirrer, thermometer, condenser and a dropping funnel. The mixture is warmed to 80° C., then, without heating, 200 ml of fuming nitric acid is added dropwise maintaining the reaction temperature at 85°-89° C.. When the acid addition is complete the reaction mixture is heated at 85°-88° C. for an additional 4 hours then is allowed to cool overnight. The mixture is poured slowly into ice-water and neutralized to pH 5-6 with calcium hydroxide. The precipitate formed is filtered off and the filtrate is basified to pH 10 with sodium carbonate. Again the precipitate formed is filtered off and the filtrate is concentrated to a small volume. The resulting residue is dissolved in boiling water and filtered. A total of 82 g of 5-nitrobenzene-1,3-disulfonic acid disodium salt is obtained by cooling the filtrate and collecting the precipitate.

Workup

  1. customfitted with a stirrer
  2. temperaturewithout heating
  3. temperaturemaintaining the reaction temperature at 85°-89° C.
  4. additionWhen the acid addition
  5. temperatureis heated at 85°-88° C. for an additional 4 hours
  6. temperatureto cool overnight
  7. customThe precipitate formed
  8. filtrationis filtered off
  9. customAgain the precipitate formed
  10. filtrationis filtered off
  11. concentrationthe filtrate is concentrated to a small volume
  12. dissolutionThe resulting residue is dissolved
  13. filtrationfiltered

Sources & evidence

ORD record
ord-4499af7d8ac2413b9952b7947b2c5767
Source dataset
uspto-grants-1978_09
Patent number
US04117003

Reaction notes

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