Sulfuric Acid → HCID 178524406, compound

HRID 564818Notes

Reaction equation

HRID 564818 reaction equation
[Cl:1][C:2]1[C:10]([CH:11]([F:13])[F:12])=[CH:9][C:5]([C:6](N)=[O:7])=[C:4]([OH:14])[N:3]=1.S(=O)(=O)(O)[OH:16]>>[Cl:1][C:2]1[C:10]([CH:11]([F:13])[F:12])=[CH:9][C:5]([C:6]([OH:16])=[O:7])=[C:4]([OH:14])[N:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 178513651HCID 178513651, compound

Product 1

HCID 178524406HCID 178524406, compoundYield 98%

Procedure

6-Chlorodifluoromethyl-2-hydroxynicotinamide (48.5 g) was heated in dilute sulphuric acid (36 ml in 250 ml water) for 12 hours. The reaction was concentrated to about half the volume and cooled in ice. The precipitate was filtered, washed with water and air dried to give 6-chlorodifluoromethyl-2-hydroxynicotinic acid (48.1 g, 98% yield) as a pale brown solid mp.131-3° C.; 1H NMR (270 MHz): δ 7.36(1H,d), 8.33(1H,d) ppm.

Workup

  1. concentrationThe reaction was concentrated to about half the volume
  2. temperaturecooled in ice
  3. filtrationThe precipitate was filtered
  4. washwashed with water and air
  5. customdried

Sources & evidence

ORD record
ord-e9907359654a45d699072aeef02771b6
Source dataset
uspto-grants-2001_01
Patent number
US06169101A

Reaction notes

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