Sodium Hydroxide → 2-Methyloxazolo[5,4-b]pyridine-5,6-dicarboxylic acid

HRID 864911Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 864911
[CH3:1][C:2]1[O:3][C:4]2[C:9]([N:10]=1)=[CH:8][C:7]([C:11]([O:13]CC)=[O:12])=[C:6]([C:16]([O:18]CC)=[O:17])[N:5]=2.[OH-].[Na+]>CO.O>[CH3:1][C:2]1[O:3][C:4]2[C:9]([N:10]=1)=[CH:8][C:7]([C:11]([OH:13])=[O:12])=[C:6]([C:16]([OH:18])=[O:17])[N:5]=2

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 19958238Diethyl 2-methyloxazolo[5,4-b]pyridine-5,6-dicarboxylate

Produkt 1

HCID 199581932-Methyloxazolo[5,4-b]pyridine-5,6-dicarboxylic acidAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of diethyl 2-methyloxazolo[5,4-b]pyridine-5,6-dicarboxylate (5.42 g, 0.0195 mol) dissolved in absolute methanol (160 mL) is added a 10% aqueous sodium hydroxide solution (36.1 mL, 0.0974 mol). A white precipitate slowly forms. The reaction is stirred at room temperature for one hour, diluted with water (20 mL) to dissolve the precipitate, and concentrated in vacuo. The residue is dissolved in water and acidified to pH 2-3 with concentrated HCl. The resulting white precipitate is collected by filtration, washed with water, and air dried to give 2-methyloxazolo[5,4-b]pyridine-5,6-dicarboxylic acid in 61% yield, melting point 235°-236° C. (dec).

Aufarbeitung

  1. dissolutionto dissolve the precipitate
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue is dissolved in water
  4. filtrationThe resulting white precipitate is collected by filtration
  5. washwashed with water, and air
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fba5919324884d90bc59e7a2e5d0a0e3
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565411

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