Benzenesulfonyl chloride → HCID 23349467, compound

HRID 2058112Notes

Reaction equation

HRID 2058112 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.[OH-].[Na+]>O>[C:1]1([S:7]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 79713-Hydroxypyridine2×HCID 14798Sodium Hydroxide

Product 1

HCID 23349467HCID 23349467, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Equimolar portions (0.105 moles) of benzensulfonyl chloride, 3-hydroxy pyridine, (3-pyridinol) and sodium hydroxide were combined in 150 ml of water, heated to ca 50° C. for 1.5 hours, and allowed to stir at ambient temperature for 3 days. The product was extracted with methylene chloride, dried over sodium sulfate, and evaporated to yield an oil that was purified by distillation, bp 135° C. (0.02 torr) to yield 46% of the theoretical weight of 3-pyridinyl benzensulfonate.

Workup

  1. temperatureheated to ca 50° C. for 1.5 hours
  2. extractionThe product was extracted with methylene chloride
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customto yield an oil that
  6. distillationwas purified by distillation, bp 135° C. (0.02 torr)

Sources & evidence

ORD record
ord-2a63c46b00d748c69dbe3f63fe68ac25
Source dataset
uspto-grants-1980_07
Patent number
US04215003

Reaction notes

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