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

HRID 416550ノート

反応式

HRID 416550 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ac740c7019f64787ad2e2982f6225908
出典データセット
uspto-grants-2012_01
特許番号
US08088924B2

反応ノート

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