Nitric Acid → 3-Nitro-5-(trifluoromethyl)pyridin-2-ol

HRID 259553

Reaction equation

HRID 259553 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]([F:15])([F:14])[C:7]1[CH:8]=[CH:9][C:10](=[O:13])[NH:11][CH:12]=1>>[N+:1]([C:9]1[C:10](=[O:13])[NH:11][CH:12]=[C:7]([C:6]([F:15])([F:5])[F:14])[CH:8]=1)([O-:4])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 1474432-Hydroxy-5-(trifluoromethyl)pyridine

Product 1

HCID 27750933-Nitro-5-(trifluoromethyl)pyridin-2-ol

Procedure

To 0.95 l. of stirred fuming nitric acid was added 29 g. of 5-trifluoromethyl-2-pyridone over 1 hour, and stirring was continued for 75 hours. The fuming nitric acid was evaporated and the residue was triturated with acetone. The acetone was evaporated to about 60 ml. and the precipitate was collected on a filter and washed with a 5:1 mixture of methylene chloride:acetone and dried and used directly in the next step.

Workup

  1. customThe fuming nitric acid was evaporated
  2. customthe residue was triturated with acetone
  3. customThe acetone was evaporated to about 60 ml
  4. customand the precipitate was collected on
  5. filtrationa filter
  6. washwashed with a 5:1 mixture of methylene chloride
  7. dry with materialacetone and dried

Sources & evidence

ORD record
ord-eb7bdf3ca1364265b93f5ea2a2707a13
Source dataset
uspto-grants-1977_07
Patent number
US04038396

Linked notes

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