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

HRID 631834

反応式

HRID 631834 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 poored 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 crystaline solid (0.118 mol, 57%).

後処理

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

出典と根拠

ORDレコード
ord-970edf86b814412faf18b6f7474e2814
出典データセット
uspto-grants-2016_04
特許番号
US09321724B2

関連ノート

読み込み中…