Hydrochloric Acid → HCID 22724255, compound

HRID 2086782Notes

Reaction equation

HRID 2086782 reaction equation
[OH-].[Na+].[N+:3]([C:6]1[C:7]([NH:12][C:13]2[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=2)[C:16]([O:18]CC)=[O:17])=[N:8][CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4].Cl>C(O)C.O1CCOCC1>[N+:3]([C:6]1[C:7]([NH:12][C:13]2[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=2)[C:16]([OH:18])=[O:17])=[N:8][CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 8460770HCID 8460770, compound

Product 1

HCID 22724255HCID 22724255, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

4N Aqueous solution of sodium hydroxide (1 ml) was added to a solution of ethyl 3-[(3-nitropyridin-2-yl)amino]benzoate (322 mg) in ethanol (2 ml) and 1,4-dioxane (2 ml). After stirred at room temperature for 1 hour, the mixture was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulfate and concentrated to give 3-[(3-nitropyridin-2-yl)amino]benzoic acid (263 mg) as solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-32cd2b49290c4281bd525000fa722b42
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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