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

HRID 1775372

반응식

HRID 1775372 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
70 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e287d211fc624e4b86179e7e74eb4be1
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260441B2

연결된 노트

불러오는 중…