Nitric Acid → 2-Bromo-6-methyl-4-nitro-1-oxo-1lambda~5~-pyridine

HRID 1775372

反応式

HRID 1775372 の反応式
[N+:1]([O-:4])(O)=[O:2].[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[N+:7]=1[O-:13]>S(=O)(=O)(O)O>[Br:5][C:6]1[CH:11]=[C:10]([N+:1]([O-:4])=[O:2])[CH:9]=[C:8]([CH3:12])[N+:7]=1[O-:13]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 36520842-Bromo-6-methylpyridine 1-oxide

生成物 1

HCID 27518162-Bromo-6-methyl-4-nitro-1-oxo-1lambda~5~-pyridine収率 57%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
70 °C

実験手順

To cooled nitric acid (concentrated, 168 ml) was added sulfuric acid (concentrated, 300 ml) under cooling followed by 2-bromo-6-methyl-pyridine 1-oxide (35 g, 0.186 mol). The mixture was stirred at 70° C. for 4 hours, cooled to room temperature and poured slowly on crushed ice. A stream of nitrogen was bubbled through the mixture overnight. The mixture was basified to pH 8 under cooling with NaOH (10N, ca. 1 L), diluted with water (3 L) and extracted with DCM (5×). The combined organic phases were dried (sodium sulfate) and evaporated to dryness to yield 27.6 g of a yellow crystalline solid (0.118 mol, 57%).

後処理

  1. temperatureunder cooling
  2. temperaturecooled to room temperature
  3. additionpoured slowly
  4. customon crushed ice
  5. customA stream of nitrogen was bubbled through the mixture overnight
  6. temperatureunder cooling with NaOH (10N, ca. 1 L)
  7. additiondiluted with water (3 L)
  8. extractionextracted with DCM (5×)
  9. dry with materialThe combined organic phases were dried (sodium sulfate)
  10. customevaporated to dryness

出典と根拠

ORDレコード
ord-e287d211fc624e4b86179e7e74eb4be1
出典データセット
uspto-grants-2016_02
特許番号
US09260441B2

関連ノート

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