Potassium Carbonate → 3-Hydroxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

HRID 443012

반응식

HRID 443012 반응식
[CH3:1][N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]1=[O:9].[C:10](=O)([O-:12])[O-:11].[K+].[K+]>>[C:10]([C:5]1[CH:6]=[CH:7][N:2]([CH3:1])[C:3](=[O:9])[C:4]=1[OH:8])([OH:12])=[O:11]

참가 물질

3

반응물 2

HCID 11430Potassium CarbonateHCID 880261-Methyl-3-hydroxypyridine-2-one

생성물 1

HCID 546960643-Hydroxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid수율 87.7%

실험 절차

1-Methyl-3-hydroxy-2(1H)-pyridinone (1) (6.25 g, 50 mmol) is mixed with anhydrous potassium carbonate (36 g, 0.26 mol). The vacuum dried mixture is put in a Parr bomb which is then filled with dry carbon dioxide gas (850 psi) and heated to 175°-185° C. for 3 days. The cooled bomb is opened and the resultant pale yellow solid is dissolved in ice water and acidified with 6N HCl to produce a beige crystalline product (7.42 g, 87.5%), m.p. 243°-245° C. (dec). 1H NMR (250 MHz, DMSO-d6): δ 3.469 (s, 3H), 6.357 (d, 1H, J=7.33), 7.166 (d, 1H, J=7.19), 7.27 (s,br, 1H). 1H NMR (250 MHz, D2O-NaOD): d 3.342 (s, 3H), 6.176 (d, 1H, J=6.94), 6.487 (d, 1H, J=7.00). Anal. for C7H7NO4 (169.14): Calcd. found): C, 49.71 (49.74); H, 4.17 (4.30); N 8.28 (8.16).

후처리

  1. customThe vacuum dried mixture
  2. additionis then filled with dry carbon dioxide gas (850 psi)
  3. temperatureheated to 175°-185° C. for 3 days
  4. dissolutionthe resultant pale yellow solid is dissolved in ice water

출처 및 근거

ORD 기록
ord-25c417091cfc49b6b0269e107acd9acf
출처 데이터셋
uspto-grants-1999_04
특허 번호
US05892029

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