Ammonium Chloride → 5-Bromoisoquinolin-8-amine

HRID 2098085

反応式

HRID 2098085 の反応式
[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

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 8169835-Bromo-8-nitroisoquinoline

生成物 1

HCID 162183025-Bromoisoquinolin-8-amine収率 68.1%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 887Methanol溶媒

反応条件

温度
100 °C

実験手順

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].

後処理

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

出典と根拠

ORDレコード
ord-15a26c3bc9b747d68e72992d617d4d24
出典データセット
uspto-grants-2013_05
特許番号
US08450363B2

関連ノート

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