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

HRID 631834

반응식

HRID 631834 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 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%).

후처리

  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

출처 및 근거

ORD 기록
ord-970edf86b814412faf18b6f7474e2814
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321724B2

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