Hydrochloric Acid → 3-(Ethylamino)-8-fluoro-1,2,3,4-tetrahydrocarbazole 3-Acetamido-8-fluoro-1,2,3,4-tetrahydrocarbazole

HRID 427169

반응식

HRID 427169 반응식
[C:1]([NH:4][CH:5]1[CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]1)(=[O:3])[CH3:2].Cl.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20]N.Cl>C(O)C>[C:1]([NH:4][CH:5]1[CH2:10][C:9]2[C:16]3[C:15](=[C:14]([F:13])[CH:19]=[CH:18][CH:17]=3)[NH:20][C:8]=2[CH2:7][CH2:6]1)(=[O:3])[CH3:2].[CH2:1]([NH:4][CH:5]1[CH2:10][C:9]2[C:16]3[C:15](=[C:14]([F:13])[CH:19]=[CH:18][CH:17]=3)[NH:20][C:8]=2[CH2:7][CH2:6]1)[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 538565N-(4-Oxocyclohexyl)acetamideHCID 2723910Hydrazine, (2-fluorophenyl)-, hydrochloride (1:1)

생성물 1

HCID 234702853-(Ethylamino)-8-fluoro-1,2,3,4-tetrahydrocarbazole 3-Acetamido-8-fluoro-1,2,3,4-tetrahydrocarbazole

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of 7.8 g. of 4-acetamidocyclohexanone and 8.1 g. of 2-fluorophenylhydrazine hydrochloride in 75 ml. of absolute ethyl alcohol and 25 ml. of 5-N hydrogen chloride in absolute ethyl alcohol was heated under reflux for two hours, cooled, filtered, and the filtrate was evaporated to dryness. The residue was dissolved in chloroform and adsorbed on a column of aluminum oxide. Dilution with ether yielded first a small amount of side-product followed by the desired product which was recrystallized by dissolving in methyl alcohol, adding toluene, and evaporation of the methyl alcohol, to give 10.5 g. of 3-acetamido-8-fluoro-1,2,3,4-tetrahydrocarbazole, m.p. 202°-204° C.

후처리

  1. temperatureunder reflux for two hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customthe filtrate was evaporated to dryness
  5. dissolutionThe residue was dissolved in chloroform
  6. customDilution with ether yielded first a small amount of side-product

출처 및 근거

ORD 기록
ord-d935b22c7ab44529aa7e7fea5d41d246
출처 데이터셋
uspto-grants-1979_10
특허 번호
US04172834

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