Nitric Acid → 5,6-Dimethyl-3-nitro-1,2-dihydropyridin-2-one

HRID 489259노트

반응식

HRID 489259 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5](=[O:9])[NH:6][C:7]=1[CH3:8].[N+:10]([O-])([OH:12])=[O:11]>S(=O)(=O)(O)O>[CH3:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5](=[O:9])[NH:6][C:7]=1[CH3:8]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 1197855,6-Dimethyl-2-pyridone

생성물 1

HCID 2646205,6-Dimethyl-3-nitro-1,2-dihydropyridin-2-one수율 61.5%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

5,6-Dimethyl-2-pyridone (1-013-03) (3.695 g) was dissolved in conc. sulfuric acid (38 mL) under ice-cooling, and the reaction mixture was stirred under ice-cooling, and then to the reaction mixture was added dropwise 70% nitric acid (3.53 mL) at 3 to 5° C. as internal temperature for 50 min, and then the reaction mixture was stirred. After 2 h, the reaction mixture was poured gradually into ice and the resulting crystal was filtered. The crystal was washed with water to give 5,6-dimethyl-3-nitro-2-pyridone (1-013-04) (3.102 g, 61.5%, m.p.:251-257 (dec)). Furthermore the aqueous layer was extracted five times with chloroform, the organic layer was dried over magnesium sulfate, and evaporated under reduced pressure. The resulting crystal was filtered to give an additional 5,6-dimethyl-3-nitro-2-pyridone (1-013-04)(271 mg, 5.4%).

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe reaction mixture was stirred
  4. additionthe reaction mixture was poured gradually into ice
  5. filtrationthe resulting crystal was filtered
  6. washThe crystal was washed with water

출처 및 근거

ORD 기록
ord-caec8589d10443f9a234f82df292f136
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06977266B2

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