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

HRID 462060ノート

反応式

HRID 462060 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-e3523cad4877469593050ce2abb904f9
出典データセット
uspto-grants-1977_12
特許番号
US04065457

反応ノート

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