Hydrochloric Acid → 4-Amino-5-nitropicolinic acid
Reaction equation
C[O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][N:5]=1.[OH-].[Na+].Cl>CO>[NH2:10][C:8]1[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][N:5]=[C:4]([C:3]([OH:14])=[O:2])[CH:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of methyl-4-amino-5-nitropicolinate (200 mg, 1.01 mmol) and NaOH (aq, 1M, 2.0 mL, 2.0 mmol) in methanol was stirred at ambient temperature for 10 min. The mixture was acidified by addition of HCl (aq, 1M, 2.1 mL, 2.1 mmol) and concentrated i. vac. and the aqueous residing mixture filtered. The solid was washed with water and dried i. vac.
Workup
- concentrationconcentrated i
- filtrationand the aqueous residing mixture filtered
- washThe solid was washed with water
- customdried i
Sources & evidence
- ORD record
- ord-55befc6ebcd748beac40249d533ed487
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08598190B2
Reaction notes
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