Ammonium Chloride → 5-Bromoisoquinolin-8-amine

HRID 2098085노트

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HRID 2098085 반응식
[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[Cl-].[NH4+]>CO.[Fe]>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 8169835-Bromo-8-nitroisoquinoline

생성물 1

HCID 162183025-Bromoisoquinolin-8-amine수율 68.1%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

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온도
100 °C

실험 절차

A 3-neck flask was charged with 5-bromo-8-nitroisoquinoline (4 g, 15.8 mmol) and dissolved in MeOH (50 mL). A condenser was affixed and the mixture was heated to 100° C. Aqueous (20 mL) solution of ammonium chloride (4.12 g, 79 mmol) was added slowly, followed by iron powder (3 g, 53.7 mmol). The heterogeneous mixture was stirred at 100° C. for 3 h. LCMS confirmed complete reduction to the amine. The mixture was filtered and the solution was concentrated under reduced pressure to give a brown solid as crude product (2.4 g, 68%). LCMS showed an m/z of 225.0/223.0 with a retention time of 0.767 min, method [1].

후처리

  1. customA condenser was affixed
  2. filtrationThe mixture was filtered
  3. concentrationthe solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-15a26c3bc9b747d68e72992d617d4d24
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450363B2

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