Water → 2,3-Quinolinedicarboxylic acid

HRID 980554

반응식

HRID 980554 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 695082,3-Quinolinedicarboxylic acid

시약·촉매·용매 1

HCID 10313272Nickel oxide (Ni2O3)촉매

실험 절차

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 becomes homogenous. At room temperature is added, all at once, 12.0 g nickel peroxide, (0.044 mol, 3.6 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 moles H2O/mole compound as determined by NMR. Additional product is isolated from the aqueous filtrate by concentration and filtration. This brings the total actual product yield to 2.88 g of product having a melting point of 271°-277° C. Product yield is better than 99% of theory.

후처리

  1. additionAt room temperature is added
  2. customThe insolubles are removed by vacuum filtration
  3. washwashed with water
  4. filtrationIt is filtered
  5. customdried

출처 및 근거

ORD 기록
ord-6be2a09c950847fbb32fc2d91b90260d
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04638068

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