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

HRID 84162Notes

Reaction equation

HRID 84162 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-093bfea4108e4eba90556f3abb8f92e4
Source dataset
uspto-grants-2014_09
Patent number
US08846930B2

Reaction notes

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