Sodium Hydroxide → 4-Amino-3-chloro-6-(3,4-dimethylphenyl)-pyridine-2-carboxylic acid

HRID 1837457Notes

Reaction equation

HRID 1837457 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH3:15])[CH:9]=2)[N:5]=[C:4]([C:16]([O:18]C)=[O:17])[C:3]=1[Cl:20].[OH-].[Na+]>CO>[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH3:15])[CH:9]=2)[N:5]=[C:4]([C:16]([OH:18])=[O:17])[C:3]=1[Cl:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22677522Methyl 4-amino-3-chloro-6-(3,4-dimethylphenyl)pyridine-2-carboxylate

Product 1

HCID 226773054-Amino-3-chloro-6-(3,4-dimethylphenyl)-pyridine-2-carboxylic acidYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-amino-3-chloro-6-(3,4-dimethylphenyl)pyridine-2-carboxlate (0.9 g, 0.003 mol) was heated at reflux in methanol (50 mL) and 1N sodium hydroxide (75 mL) for two hours. The reaction mixture was partially concentrated and then acidified with concentrated hydrochloric acid. The solid was collected and dried to give 4-amino-3-chloro-6-(3,4-dimethylphenyl)-pyridine-2-carboxylic acid (0.85 g, 0.003 mol), mp 192-4° C.

Workup

  1. concentrationThe reaction mixture was partially concentrated
  2. customThe solid was collected
  3. customdried

Sources & evidence

ORD record
ord-be64961cd2634ce8a8040f6af51430eb
Source dataset
uspto-grants-2004_08
Patent number
US06784137B2

Reaction notes

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