Sodium Hydroxide → HCID 59389695, compound

HRID 910776Notes

Reaction equation

HRID 910776 reaction equation
[Na+:1].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([O-:12])(=[O:11])=[O:10])=[CH:5][C:4]=1[Cl:13].[OH-].[Na+].[CH3:16][S:17](Cl)(=[O:19])=[O:18]>O.[Cl-].[Na+].O>[Na+:1].[Cl:13][C:4]1[CH:5]=[C:6]([S:9]([O-:12])(=[O:10])=[O:11])[CH:7]=[CH:8][C:3]=1[O:2][S:17]([CH3:16])(=[O:19])=[O:18]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 31297Methanesulfonyl chlorideHCID 59389691HCID 59389691, compound

Product 1

HCID 59389695HCID 59389695, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
0 °C

Procedure

4-hydroxy-3-chlorobenzenesulfonic acid sodium salt (11.53 g, 50.0 mmol) and sodium hydroxide (2.00 g, 50.0 mmol) were dissolved in distilled water (50 mL) and the solution cooled to 0° C. Methane sulfonyl chloride (4.25 mL, 55.0 mmol) was added dropwise with stirring and the mixture then allowed to warm to room temp. and left for 2 h. Brine (20 mL) was added and the solution left to stand for 1 h with the formation of white crystalline solid. The solids were filtered, recrystallised (brine), and dried under vacuum to give the title compound as a white crystalline solid (9.40 g, 61%),

Workup

  1. temperatureto warm to room temp.
  2. waitthe solution left
  3. waitto stand for 1 h with the formation of white crystalline solid
  4. filtrationThe solids were filtered
  5. customrecrystallised (brine)
  6. customdried under vacuum

Sources & evidence

ORD record
ord-6799599e52484ea08290cf36da88a4da
Source dataset
uspto-grants-2011_09
Patent number
US08022224B2

Reaction notes

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