Water → 2-Oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid

HRID 2194528노트

반응식

HRID 2194528 반응식
[O:1]=[C:2]1[C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].O>O1CCOCC1>[O:1]=[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 67010579Ethyl 1,2-dihydro-2-oxo-1-phenyl-1,8-naphthyridine-3-carboxylate

생성물 1

HCID 534020662-Oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid수율 95%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
50 °C

실험 절차

2.00 g (6.8 mmol) of ethyl 2-oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in 1,4-dioxane (100 mL), and 1.41 g (10.2 mmol) of potassium carbonate and 200 mL of water were added thereto at room temperature. The resulting mixture was stirred for 3 hours at 50° C. The solvent was distilled off under reduced pressure from the reaction mixture, and the residue was dissolved in water. Concentrated hydrochloric acid was added thereto to make the solution acidic. A solid precipitated therefrom was separated by filtration, and was dried. Thus, 1.72 g of the title compound was obtained as pale yellow crystals (yield: 95%).

후처리

  1. customat room temperature
  2. distillationThe solvent was distilled off under reduced pressure from the reaction mixture
  3. dissolutionthe residue was dissolved in water
  4. additionConcentrated hydrochloric acid was added
  5. customA solid precipitated
  6. customtherefrom was separated by filtration
  7. customwas dried

출처 및 근거

ORD 기록
ord-37d1196e022f42c68aace7823433f02f
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334236B2

반응 노트

불러오는 중…