Hydrochloric Acid → 4-Amino-5-nitropyridine-2-carboxylic acid

HRID 1907880Notes

Reaction equation

HRID 1907880 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]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 46835478Methyl 4-amino-5-nitropyridine-2-carboxylate

Product 1

HCID 130404024-Amino-5-nitropyridine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. concentrationconcentrated i
  2. filtrationand the aqueous residing mixture filtered
  3. washThe solid was washed with water
  4. customdried i

Sources & evidence

ORD record
ord-55befc6ebcd748beac40249d533ed487
Source dataset
uspto-grants-2013_12
Patent number
US08598190B2

Reaction notes

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