Acetic Acid → HCID 12202680, compound

HRID 1579397Notes

Reaction equation

HRID 1579397 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4]2[CH:12]=[CH:13]C(C#N)=[CH:15][C:3]1=2.S(=O)(=O)(O)O.[C:23]([OH:26])(=[O:25])[CH3:24].[OH-].[Na+]>O>[O:1]=[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4]2[CH:12]=[CH:13][C:24]([C:23]([OH:26])=[O:25])=[CH:15][C:3]1=2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 128984545-Oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carbonitrile

Product 1

HCID 12202680HCID 12202680, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3 g of 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carbonitrile, 30 ml of sulfuric acid, 30 ml of acetic acid and 30 ml of water is heated under reflux for 3 hours. The reaction mixture is poured on ice, and adjusted to pH 3 by addition of 10% sodium hydroxide. The crystalline precipitate is filtered off and recrystallized from a mixture of dioxane and dimethylformamide to give 1.5 g of 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carboxylic acid melting at 293°-294°C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 3 hours
  3. additionThe reaction mixture is poured on ice
  4. filtrationThe crystalline precipitate is filtered off
  5. customrecrystallized from a mixture of dioxane and dimethylformamide

Sources & evidence

ORD record
ord-41181647bf134e4c89df3a524cdc9cac
Source dataset
uspto-grants-1976_01
Patent number
US03931199

Reaction notes

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