Water → 2,3-Quinolinedicarboxylic acid

HRID 542272

Reaktionsgleichung

Reaktionsgleichung von HRID 542272
[CH3:1][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH2:15].[OH-:16].[Na+]>[O-2].[O-2].[O-2].[Ni+3].[Ni+3]>[N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[C:11]([C:12]([OH:14])=[O:13])[C:2]=1[C:1]([OH:16])=[O:15]

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 14819992-Methyl-3-quinolinecarboxylic acid

Produkt 1

HCID 695082,3-Quinolinedicarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10313272Nickel oxide (Ni2O3)Katalysator

Versuchsvorschrift

Three grams of 2-methylquinoline-3-carboxylic acid (0.012 mol of 3.5 hydrate) is dissolved in 100 mL 15% sodium hydroxide solution and an additional 100 mL H2O is added. The mixture became homogenous. At room temperature is added all at once, 12.0 g nickel peroxide, (0.044 mol, 3.q eq. 20% excess) and the mixture is stirred magnetically for 12 hours. The insolubles are removed by vacuum filtration and washed with water. The filtrate is acidified to pH of 2 and a solid fluffy precipitate forms. It is filtered and dried to give 2.48 g of quinoline-2,3-dicarboxylic acid which is hydrated with 1.3 mol H2O/mol compound as determined by NMR. More product is isolated from the aqueous filtrate by concentration and filtration, bringing the total actual yield to 2.88 g or 100%. The IR Spectrum is identical to product obtained in Example 5 above and has a mp of 271°-277° C.

Aufarbeitung

  1. customThe insolubles are removed by vacuum filtration
  2. washwashed with water
  3. filtrationIt is filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ec99a70a7bcb4fd6a2c555d6750c3dc9
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04656283

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