Hydrochloric Acid → Furo[2,3-b]pyridine-2,5-dicarboxylic acid

HRID 1383013Notes

Reaction equation

HRID 1383013 reaction equation
[O:1]1[C:5]2=[N:6][CH:7]=[C:8]([C:10]([O:12]CC)=[O:11])[CH:9]=[C:4]2[CH:3]=[C:2]1[C:15]([O:17]CC)=[O:16].Cl>[OH-].[Na+]>[O:1]1[C:5]2=[N:6][CH:7]=[C:8]([C:10]([OH:12])=[O:11])[CH:9]=[C:4]2[CH:3]=[C:2]1[C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14372166HCID 14372166, compound

Product 1

HCID 14372167Furo[2,3-b]pyridine-2,5-dicarboxylic acidYield 98.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
70 °C

Procedure

A suspension of diethyl furo[2,3-b]pyridine-2,5-dicarboxylate (10.5 g, 40 mmol) in 1N sodium hydroxide (100 mL) was warmed at 70° C. for two hours. The cooled solution was acidified with conc. hydrochloric acid and the precipitate was collected by filtration and successively washed with water, ethanol and diethyl ether to give pure product (8.14 g, 98.5% yield) mp: >315° C.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washsuccessively washed with water, ethanol and diethyl ether

Sources & evidence

ORD record
ord-0f78027c695045d29c50fac95d613817
Source dataset
uspto-grants-1989_02
Patent number
US04808595

Reaction notes

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