Ammonia → 4-Aminoisoquinoline

HRID 10547

反応式

HRID 10547 の反応式
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][CH:3]=1.[NH3:12]>O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2].O1CCOCC1>[NH2:12][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][CH:3]=1

参加物

5

反応物 2

HCID 222AmmoniaHCID 737434-Bromoisoquinoline

生成物 1

HCID 902374-Aminoisoquinoline

試薬・触媒・溶媒 2

HCID 24463Copper sulfate pentahydrate触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
165 °C

実験手順

A suspension of 4-bromoisoquinoline (25.0 g), copper(II) sulfate pentahydrate (30.4 g, Nacalai Tesque), 28% aqueous ammonia (100 ml) and 1,4-dioxane (100 ml) was stirred in a sealed tube at 165° C. for 21 hours. The reaction mixture was cooled to room temperature, the insoluble matters were removed by filtration through Celite, and the filtrate was extracted twice with ethyl acetate (150 ml for each time). The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=9:1) to obtain the title compound (13.2 g).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe insoluble matters were removed by filtration through Celite
  3. extractionthe filtrate was extracted twice with ethyl acetate (150 ml for each time)
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (chloroform:methanol=9:1)

出典と根拠

ORDレコード
ord-5ea2cb1dd9a846b5bf3301835d03cccb
出典データセット
uspto-grants-2006_08
特許番号
US07094789B2

関連ノート

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