Sodium Hydroxide → HCID 2645656, compound

HRID 1291701Notes

Reaction equation

HRID 1291701 reaction equation
S([O-])([O-])=O.[Na+].[Na+].[C:7]([C:10]1[CH:11]=[CH:12][C:13]([Cl:20])=[C:14]([S:16](Cl)(=[O:18])=[O:17])[CH:15]=1)([OH:9])=[O:8].[OH-].[Na+]>O>[Cl:20][C:13]1[CH:12]=[CH:11][C:10]([C:7]([OH:9])=[O:8])=[CH:15][C:14]=1[S:16]([OH:18])=[O:17]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 756134-Chloro-3-(chlorosulphonyl)benzoic acid

Product 1

HCID 2645656HCID 2645656, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

157.55 g of sodium sulfite (1.25 mol) were dissolved in 725 ml of water and heated to 70° C. At this temperature, 255.08 g of 5-carboxy-2-chlorobenzenesulfonyl chloride were added in portions, the pH (electrode) being kept between 8 and 10 by continuous addition of 320 ml of half-concentrated sodium hydroxide solution (the reaction is slightly exothermic). After the end of the addition, the mixture was subsequently stirred at 70° C. for 2 hours. As soon as the reaction had ended, 5 g of active carbon were added, and after 30 minutes the mixture was filtered hot through a clarifying layer and diluted with 600 ml of water. The solution was allowed to cool to 15°-20° C. and was adjusted to pH 0 using 250 ml of conc. hydrochloric acid, the viscous suspension was stirred in an ice bath for a further 30 minutes and the mixture was then stood well closed in a refrigerator over the weekend. The precipitate was filtered off with suction, washed once with 100 ml of 2N hydrochloric acid and then sucked dry in a stream of air. The substance was sucked dry in vacuo at 50° C.

Workup

  1. additionAfter the end of the addition
  2. addition5 g of active carbon were added
  3. filtrationafter 30 minutes the mixture was filtered hot through a clarifying layer
  4. additiondiluted with 600 ml of water
  5. temperatureto cool to 15°-20° C.
  6. stirringthe viscous suspension was stirred in an ice bath for a further 30 minutes
  7. customthe mixture was then stood well closed in a refrigerator over the weekend
  8. filtrationThe precipitate was filtered off with suction
  9. washwashed once with 100 ml of 2N hydrochloric acid
  10. customsucked dry in a stream of air
  11. customThe substance was sucked dry in vacuo at 50° C.

Sources & evidence

ORD record
ord-ea698398e4594060b8ae8c75d89cab50
Source dataset
uspto-grants-1998_05
Patent number
US05753710

Reaction notes

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