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Nitric Acid → 6-Nitro-4-oxo-3,4-dihydroquinazoline-8-carboxylic acid

HRID 578640
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HRID 578640 반응식
[O:1]=[C:2]1[C:11]2[C:6](=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][NH:3]1.[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[N+:15]([C:9]1[CH:10]=[C:11]2[C:6](=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=1)[N:5]=[CH:4][NH:3][C:2]2=[O:1])([O-:17])=[O:16]
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참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 1357422154-Oxo-3,4-dihydroquinazoline-8-carboxylic acid

생성물 1

HCID 1362782956-Nitro-4-oxo-3,4-dihydroquinazoline-8-carboxylic acid수율 84%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
60 °C

실험 절차

To a suspension of 4-oxo-3,4-dihydroquinazoline-8-carboxylic acid (500 mg, 2.63 mmol) in 3 mL of sulfuric acid at 0° C., fuming nitric acid was added portionly. The resulting mixture was then stirred at 60° C. overnight. After cooling to rt, the reaction mixture was poured into ice-water slowly. The yellow precipitate was collected by filtration, and washing with water as the desired product in 84% yield. 1HNMR (in DMSO): 8.60 (s, 1H), 8.89 (d, J=2.6 Hz, 1H), 8.91 (d, J=2.6 Hz, 1H). Mass: M+H+: 236.

후처리

  1. additionwas added portionly
  2. temperatureAfter cooling to rt
  3. filtrationThe yellow precipitate was collected by filtration
  4. washwashing with water as the desired product in 84% yield

출처 및 근거

ORD 기록
ord-a056dc5bf1cd4613b5ac433d2926c858
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040560B2

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