Nitric Acid → 6-Fluoro-2-methyl-5-nitroquinoline

HRID 435115

反応式

HRID 435115 の反応式
S(=O)(=O)(O)O.[F:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([CH3:17])[CH:11]=[CH:10]2.[N+:18]([O-])([O-:20])=[O:19].[Na+].[N+]([O-])(O)=O.[OH-].[NH4+]>>[F:6][C:7]1[C:8]([N+:18]([O-:20])=[O:19])=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([CH3:17])[CH:11]=[CH:10]2

参加物

6

反応物 5

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 24268Sodium NitrateHCID 707846-Fluoro-2-methylquinoline

生成物 1

HCID 27483306-Fluoro-2-methyl-5-nitroquinoline

反応条件

温度
20 °C

実験手順

To 3.5 l of fuming sulfuric acid was added, with cooling, 600 g (3.73 moles) of 6-fluoroquinaldine in small portions. About 0.1 g of sodium nitrate was added to the mixture, followed by the dropwise addition of 261 ml of fuming red nitric acid over a six-hour period while maintaining the temperature at 5°-10° C. The mixture was stirred at 20° C. for sixteen hours, then poured into 3 gallons of ice. The mixture was basified with ammonium hydroxide with cooling. The precipitated solid was separated by filtration and dissolved in about two liters of warm toluene. The solution was dried over magnesium sulfate, filtered and evaporated to provide a yellow solid, 6-fluoro-5-nitroquinaldine, m.p. 105°-108° C., which was recrystallized from 1,2-dichloroethane. The structural assignment was confirmed by nuclear magnetic resonance and infrared spectral analyses.

後処理

  1. temperaturewith cooling
  2. temperaturewhile maintaining the temperature at 5°-10° C
  3. temperaturewith cooling
  4. customThe precipitated solid was separated by filtration
  5. dissolutiondissolved in about two liters of warm toluene
  6. dry with materialThe solution was dried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-bb893f3728814c6cb64b7cddc2146ab9
出典データセット
uspto-grants-1983_08
特許番号
US04400386

関連ノート

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