Nitric Acid → 3-Nitro-5-(trifluoromethyl)pyridin-2-ol
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
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
- customThe fuming nitric acid was evaporated
- customthe residue was triturated with acetone
- customThe acetone was evaporated to about 60 ml
- customand the precipitate was collected on
- filtrationa filter
- washwashed with a 5:1 mixture of methylene chloride
- dry with materialacetone and dried
Sources & evidence
- ORD record
- ord-4ef501ed967540b5aac24abf05f09fce
- Source dataset
- uspto-grants-1978_12
- Patent number
- US04131677
Reaction notes
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