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

HRID 462057
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HRID 462057 반응식
[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]
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참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 546808712,4-Dihydroxyquinoline

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
95 °C

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-29fccf17ee524a9093947d63a39ec47c
출처 데이터셋
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04065457

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