Water → 5-(Trifluoromethyl)-2-pyridinesulfonyl chloride

HRID 1750027Notes

Reaction equation

HRID 1750027 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6](S)=[N:7][CH:8]=1.[Cl:12][O-].[Na+].O.[OH:16][S:17]([OH:20])(=O)=O>>[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6]([S:17]([Cl:12])(=[O:20])=[O:16])=[N:7][CH:8]=1

Participants

5

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 23665760Sodium HypochloriteHCID 178506226HCID 178506226, compound

Product 1

HCID 117469095-(Trifluoromethyl)-2-pyridinesulfonyl chlorideYield 79%

Procedure

0.8 g (4.47 mmol) of 5-trifluoromethyl-pyridine-2-thiol is placed at −8° C. in 16 mL of H2SO4. 16.96 mL (35.7 mmol) of a 13% sodium hypochlorite solution is poured gently such that the temperature of the reaction medium does not exceed 5° C. This mixture is then stirred for 45 min, taken up by water and then extracted using AcOEt. After drying followed by reduction to dryness of the organic phases, an oil is isolated (yield: 79%) and used as such for the next reactions.

Workup

  1. customdoes not exceed 5° C
  2. extractionextracted
  3. customAfter drying
  4. customan oil is isolated (yield: 79%)

Sources & evidence

ORD record
ord-7de90a654fc241a386f0d5b3fb366b36
Source dataset
uspto-grants-2015_10
Patent number
US09156834B2

Reaction notes

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