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

HRID 1730648

반응식

HRID 1730648 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.).

후처리

  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.)

출처 및 근거

ORD 기록
ord-e01b5492b4c64ee18caa3333c7543f5d
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03993656

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