Nitric Acid → 2-Chloro-6-methoxy-3-nitropyridine
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[N:3]=1.S(=O)(=O)(O)O.[N+:15]([O-])([OH:17])=[O:16]>>[Cl:1][C:2]1[C:7]([N+:15]([O-:17])=[O:16])=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[N:3]=1Participants
4
Conditions
- Temperature
- 0 °C
Procedure
143.6 g (one mole) of 2-chloro-6-methoxy-pyridine were added dropwise with stirring over one hour to a mixture of 1600 ml of concentrated sulfuric acid and 800 ml of fuming nitric acid cooled to 0° C. and the temperature was allowed to rise to 20° C. over three hours. The mixture was then stirred at 20° C. for three hours and was poured into 5000 g of crushed ice. The mixture was vacuum filtered and the product was washed with a large volume of water until acid free and dried to obtain 151-156 g (80-83% yield) of 2-chloro-3nitro-6-methoxy-pyridine in the form of yellow crystals melting at 67° to 69° C. with a purity of 84 to 85%.
Workup
- filtrationfiltered
- washthe product was washed with a large volume of water until acid free
- customdried
Sources & evidence
- ORD record
- ord-f268b2d5c57c429da423652e4542e6cb
- Source dataset
- uspto-grants-1985_07
- Patent number
- US04529800
Reaction notes
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