Ammonium Hydroxide → 4-Quinolinamine, 8-fluoro-N-[2-(2-naphthalenyl)ethyl]-

HRID 1196472

반응식

HRID 1196472 반응식
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23][CH2:24][NH2:25].[OH-].[NH4+]>O>[F:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[CH:4][CH:3]=[C:2]2[NH:25][CH2:24][CH2:23][C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:13]=1

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 27365874-Chloro-8-fluoroquinolineHCID 37843782-(2-Naphthyl)ethyl-amine

생성물 1

HCID 1641824-Quinolinamine, 8-fluoro-N-[2-(2-naphthalenyl)ethyl]-수율 41.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2.0 g of 4-chloro-8-fluoroquinoline and 3.8 g of 2-(2-naphthyl)ethyl amine was heated under nitrogen to 160°-165° C. for one hour. Then 200 mL of a 50:50 mixture of ammonium hydroxide in water was added. The product was extracted from the mixture into CH2Cl2, which was then concentrated to dryness. The residue was recrystallized from pentane/ethyl acetate to give 1.4 g of the title product. Yield 41.2%. M.P. 173°-174° C.

후처리

  1. temperaturewas heated under nitrogen to 160°-165° C. for one hour
  2. additionwas added
  3. extractionThe product was extracted from the mixture into CH2Cl2, which
  4. concentrationwas then concentrated to dryness
  5. customThe residue was recrystallized from pentane/ethyl acetate

출처 및 근거

ORD 기록
ord-a258ca50aaf84fc4b81901bf5e0c6bda
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05114939

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