Piperonylamine → HCID 380002, 화합물

HRID 864484노트

반응식

HRID 864484 반응식
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

참가 물질

4

반응물 2

HCID 2723901PiperonylamineHCID 27239143-Fluorophenylhydrazine hydrochloride

생성물 1

HCID 380002HCID 380002, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-58df874c4bff4fd2a6e4f8333825432c
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05563147

반응 노트

불러오는 중…