HCID 178469510, 화합물 → 4-Quinolone-3-carboxylic acid

HRID 73887노트

반응식

HRID 73887 반응식
C([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:5])C>[OH-].[Na+]>[O:16]=[C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=[C:6]1[C:4]([OH:5])=[O:3]

참가 물질

3

반응물 1

HCID 178469510HCID 178469510, 화합물

생성물 1

HCID 2208754-Quinolone-3-carboxylic acid수율 92%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

4-Hydroxyquinoline-3-carboxylic acid ethyl ester (15 g, 69 mmol) was suspended in sodium hydroxide solution (2N, 150 mL) and stirred for 2 h under reflux. After cooling, the mixture was filtered, and the filtrate was acidified to pH 4 with 2N HCl. The resulting precipitate was collected via filtration, washed with water and dried under vacuum to give 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (A-1) as a pale white solid (10.5 g, 92%). 1H NMR (d-DMSO) δ 15.34 (s, 1H), 13.42 (s, 1H), 8.89 (s, 1H), 8.28 (d, J=8.0 Hz, 1H), 7.88 (m, 1H), 7.81 (d, J=8.4 Hz, 1H), 7.60 (m, 1H).

후처리

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. filtrationThe resulting precipitate was collected via filtration
  5. washwashed with water
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-b8419e29d55c445e96342b15692ddd37
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829204B2

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