Nitric Acid → 6-Bromo-4-hydroxy-3-nitroquinolin-2(1H)-one

HRID 462060노트

반응식

HRID 462060 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[OH:13].[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]([N+:14]([O-:16])=[O:15])=[C:5]2[OH:13]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 546894466-Bromo-4-hydroxyquinolin-2(1H)-one

생성물 1

HCID 546964876-Bromo-4-hydroxy-3-nitroquinolin-2(1H)-one

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

A suspension of 6-bromo-4-hydroxycarbostyril (2.23g, 0.0093 mole) in glacial acetic acid (15 ml) was swirled during the addition of concentrated nitric acid (2.5 ml, d, 1.42). On heating at 100° C for several minutes a thick yellow solid separated. After cooling, ethanol (40 ml) was added and the mixture filtered and the solid washed free of nitric acid with ethanol. Drying in vacuo over P2O5 gave the title compound, m.p. 231°-4° C (d). (Found; C, 37.83; H, 1.74; N, 9.77; Br, 28.33; C9H5N2BrO4 requires; C, 37.92; H, 1.77; N, 9.83; Br, 28.03%).

후처리

  1. customseparated
  2. temperatureAfter cooling
  3. additionethanol (40 ml) was added
  4. filtrationthe mixture filtered
  5. washthe solid washed free of nitric acid with ethanol
  6. dry with materialDrying in vacuo over P2O5

출처 및 근거

ORD 기록
ord-e3523cad4877469593050ce2abb904f9
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04065457

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