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

HRID 462057
ノート
印刷プレビュー

反応式

HRID 462057 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 phosphorus 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 phosphorus 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-29fccf17ee524a9093947d63a39ec47c
出典データセット
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04065457

反応ノート

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