Piperonylamine → HCID 380002、化合物

HRID 864484ノート

反応式

HRID 864484 の反応式
O.Cl.[NH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.Cl.[F:11][C:12]1[CH:13]=[C:14]([NH:18]N)[CH:15]=[CH:16][CH:17]=1>C(O)C>[F:11][C:12]1[CH:17]=[CH:16][C:15]2[C:7]3[CH2:8][NH:3][CH2:4][CH2:5][C:6]=3[NH:18][C:14]=2[CH:13]=1

参加物

4

反応物 2

HCID 2723901PiperonylamineHCID 27239143-Fluorophenylhydrazine hydrochloride

生成物 1

HCID 380002HCID 380002、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

4-Piperidone hydrochloride monohydrate (4.55 g) and 3-fluorophenylhydrazine hydrochloride (4.85 g) were added to ethanol (80 ml) and the mixture was heated under reflux for one hour. Hydrogen chloride gas was bubbled into the mixture and refluxing was recommenced for another 1.5 hours. The solution was cooled to 0° C., the hydrochloride was filtered off, washed with ethanol, dissolved in boiling water, decolourised with activated charcoal and filtered. 2M Sodium hydroxide solution was added to the warm solution until it was neutral when tested with pH paper. The pale cream solid was filtered off, washed with water and dried. Recrystallisation from acetonitrile gave a white solid which was a mixture of 7-fluoro and 9-fluoro-isomers in a ratio of 86:14 respectively (HPLC).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for one hour
  3. customHydrogen chloride gas was bubbled into the mixture
  4. temperaturerefluxing
  5. filtrationthe hydrochloride was filtered off
  6. washwashed with ethanol
  7. dissolutiondissolved
  8. filtrationfiltered
  9. addition2M Sodium hydroxide solution was added to the warm solution until it
  10. filtrationThe pale cream solid was filtered off
  11. washwashed with water
  12. customdried
  13. customRecrystallisation from acetonitrile
  14. customgave a white solid which
  15. additiona mixture of 7-fluoro and 9-fluoro-isomers in a ratio of 86:14 respectively (HPLC)

出典と根拠

ORDレコード
ord-58df874c4bff4fd2a6e4f8333825432c
出典データセット
uspto-grants-1996_10
特許番号
US05563147

反応ノート

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