Piperidine → 5,7-Dimethyl-3-nitro-1,8-naphthyridin-2(1H)-one

HRID 1730648

反応式

HRID 1730648 の反応式
[NH2:1][C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:3]=1[CH:4]=O.[N+:12]([CH2:15][C:16](OCC)=[O:17])([O-:14])=[O:13].N1CCCCC1>C(O)C>[N+:12]([C:15]1[C:16](=[O:17])[NH:1][C:2]2[C:3]([CH:4]=1)=[C:6]([CH3:11])[CH:7]=[C:8]([CH3:10])[N:9]=2)([O-:14])=[O:13]

参加物

5

反応物 3

HCID 8082PiperidineHCID 69379Ethyl nitroacetateHCID 123666092-Amino-4,6-dimethylpyridine-3-carbaldehyde

生成物 1

HCID 214960955,7-Dimethyl-3-nitro-1,8-naphthyridin-2(1H)-one

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2-amino-4,6-dimethylnicotinaldehyde (2.40 g., 16 mmole), ethyl nitroacetate (5.12 g., 32 mmole), piperidine (336 mg., 4 mmole) and ethanol (4 ml.) is heated under reflux with stirring for an hour. The mixture then is cooled, treated with petroleum ether, the solid removed by filtration and recrystallized from methanol yielding 1.55 g. (44%) of product, m.p. 270°-272° C. (dec.). Following recrystallization from the same solvent the product melts at 272°- 274° C. (dec.).

後処理

  1. temperatureis heated
  2. temperatureunder reflux
  3. temperatureThe mixture then is cooled
  4. customthe solid removed by filtration
  5. customrecrystallized from methanol yielding 1.55 g
  6. customrecrystallization from the same solvent the product melts at 272°- 274° C. (dec.)

出典と根拠

ORDレコード
ord-e01b5492b4c64ee18caa3333c7543f5d
出典データセット
uspto-grants-1976_11
特許番号
US03993656

関連ノート

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