Hydrochloric Acid → 3-Chloro-5-(trifluoromethyl)pyridin-2-ol

HRID 464128

Reaction equation

HRID 464128 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[OH-].[Na+].CS(C)=[O:17].Cl>O>[Cl:8][C:7]1[C:2](=[O:17])[NH:3][CH:4]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 14798Sodium HydroxideHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridine

Product 1

HCID 7254363-Chloro-5-(trifluoromethyl)pyridin-2-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

[B] 4 g of 2,3-dichloro-5-trifluoromethylpyridine was added to an aqueous solution of 2.4 g of sodium hydroxide dissolved in 12.5 ml of water, and 12.5 ml of dimethyl sulfoxide was further added thereto. The solution was reacted at 110° C. for 1 hour while stirring. After completion of the reaction, the reaction product was allowed to cool and made acidic with concentrated hydrochloric acid to obtain a precipitate. The thus obtained precipitate was collected by filtration to obtain 2.5 g of the titled compound.

Workup

  1. customThe solution was reacted at 110° C. for 1 hour
  2. customAfter completion of the reaction
  3. temperatureto cool
  4. customto obtain a precipitate
  5. filtrationThe thus obtained precipitate was collected by filtration

Sources & evidence

ORD record
ord-85919a619e39453e93c490243593f695
Source dataset
uspto-grants-1985_10
Patent number
US04546191

Linked notes

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