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Nitric Acid → HCID 178486766, 화합물

HRID 81978
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HRID 81978 반응식
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[C:10]([C:11]2[CH:20]=[C:19]3[C:14]([C:15](=[O:21])[CH:16]=[CH:17][NH:18]3)=[CH:13][C:12]=2[O:22][CH3:23])=[C:9]([CH3:24])[O:8][N:7]=1>C(O)(=O)CC>[CH3:5][C:6]1[C:10]([C:11]2[CH:20]=[C:19]3[C:14]([C:15]([OH:21])=[C:16]([N+:1]([O-:4])=[O:2])[CH:17]=[N:18]3)=[CH:13][C:12]=2[O:22][CH3:23])=[C:9]([CH3:24])[O:8][N:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 681878107-(3,5-Dimethylisoxazol-4-yl)-6-methoxyquinolin-4-ol

생성물 1

HCID 178486766HCID 178486766, 화합물수율 62.1%

시약·촉매·용매 1

HCID 1032Propionic Acid용매

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온도
100 °C

실험 절차

Nitric acid (1.86 g, 1.32 ml, 29.5 mmol) was added dropwise to a stirred solution of 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-4(1H)-quinolinone (for a preparation see Intermediate 6) (6.9 g, 25.6 mmol) in propionic acid (70 ml). After complete addition the reaction mixture was stirred at 100° C. for 1 h. The reaction mixture was cooled to room temperature, the solid was filtered off, washed with diethyl ether and dried to give 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-nitro-4-quinolinol (5.0 g, 15.86 mmol, 62.1% yield) as a bright yellow solid. LCMS (formate) Rt 1.15 min, MH+ 316

후처리

  1. additionAfter complete addition the reaction mixture
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationthe solid was filtered off
  4. washwashed with diethyl ether
  5. customdried

출처 및 근거

ORD 기록
ord-5ac2a8f036cf40bea700709dce16227b
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846709B2

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