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Nitric Acid → 4-Hydroxy-3-nitro-2(1H)-quinolinone

HRID 1658089
ノート
印刷プレビュー

反応式

HRID 1658089 の反応式
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[CH:3]=1.[N+:13]([O-])([OH:15])=[O:14]>C(O)(=O)C>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[C:3]=1[N+:13]([O-:15])=[O:14]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 944Nitric AcidHCID 546808712,4-Dihydroxyquinoline

生成物 1

HCID 546801624-Hydroxy-3-nitro-2(1H)-quinolinone

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
95 °C

実験手順

A suspension of 4-hydroxycarbostyril (1.5g; 0.0093 mole) in glacial acetic acid (10 ml) was well stirred during the addition of concentrated nitric acid (2.5 ml, d, 1.42) and the mixture shaken at 95°C for a few minutes until dissolution was complete. The deep red solution soon deposited yellow crystals which after cooling were filtered off and washed with acetic acid and then ethanol. Drying in vacuo over phosphorous pentoxide afforded analytically pure 3-nitro compound m.p. 216°C (decomp) (Found C, 52.74; H, 3.14; N, 13.57; C9H6N2O4 required; C, 52.44; H, 2.93; N, 13.59%).

後処理

  1. temperatureThe deep red solution soon deposited yellow crystals which after cooling
  2. filtrationwere filtered off
  3. washwashed with acetic acid
  4. dry with materialDrying in vacuo over phosphorous pentoxide
  5. customafforded analytically pure 3-nitro compound m.p. 216°C (decomp) (Found C, 52.74; H, 3.14; N, 13.57; C9H6N2O4 required; C, 52.44; H, 2.93; N, 13.59%)

出典と根拠

ORDレコード
ord-fda8363fd7d842d4b2be2147b342407b
出典データセット
uspto-grants-1976_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03962445

反応ノート

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