Nitric Acid → 4-Nitro-2,3,5-trimethylpyridine, 1-oxide

HRID 31613

反応式

HRID 31613 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[CH:4][N+:3]=1[O-:10].S(=O)(=O)(O)O.[N+:16]([O-])([OH:18])=[O:17]>>[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:16]([O-:18])=[O:17])[C:5]([CH3:9])=[CH:4][N+:3]=1[O-:10]

参加物

4

反応物 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 104869072,3,5-Trimethyl-1-oxidopyridin-1-ium

生成物 1

HCID 112176114-Nitro-2,3,5-trimethylpyridine, 1-oxide収率 93.1%

反応条件

温度
80 °C

実験手順

The 2,3,5-trimethylpyridine1-oxide (11.0 g, 80.2 mmol) obtained in the step (11b) was mixed with sulfuric acid (34.1 g, 348 mmol). After fuming nitric acid (5.50 ml, 133 mmol) was added dropwise to this mixture at room temperature, the mixture was stirred at 80° C. for 9 hours. The reaction mixture was cooled to room temperature and thereafter poured into ice. The obtained aqueous solution was extracted with chloroform three times. Organic layers were combined and dried over anhydrous magnesium sulfate, filtered and concentrated to obtain the title compound (13.6 g, yield: 93.1%) as a yellow solid.

後処理

  1. additionwas added dropwise to this mixture at room temperature
  2. temperatureThe reaction mixture was cooled to room temperature
  3. additionpoured into ice
  4. extractionThe obtained aqueous solution was extracted with chloroform three times
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e3543f00d349451ab8e265392c8c426b
出典データセット
uspto-grants-2008_09
特許番号
US07425634B2

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