Sulfuric Acid → 2,4-Dichloro-6-methylnicotinic acid
Reaction equation
[Cl:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[C:6]([Cl:13])[CH:5]=[C:4]([CH3:14])[N:3]=1.[OH-].[Na+].OS(O)(=O)=O>O.CO>[Cl:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([Cl:13])[CH:5]=[C:4]([CH3:14])[N:3]=1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of commercially available (Maybridge) ethyl 2,4-dichloro-6-methylpyridine-3-carboxylate (1.0 g, 4.3 mmol) and NaOH (342 mg, 8.6 mmol) in water (1.7 mL) and MeOH (1.5 mL) was heated to 80° C. for 4 h. The mixture was acidified using 50% H2SO4 and filtered. The solid was washed with cold water and dried to give of 2,4-dichloro-6-methylpyridine-3-carboxylic acid (582 mg, 66%): LCMS RT: 0.70 min, MH+: 206.2.
Workup
- filtrationfiltered
- washThe solid was washed with cold water
- customdried
Sources & evidence
- ORD record
- ord-7b0481fa016846a59a5e563e52579393
- Source dataset
- uspto-grants-2004_01
- Patent number
- US06677352B1
Reaction notes
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