Hydrogen Bromide → 2-(3-Aminopropyl)-5-bromo-3-methylpyridine

HRID 34928

反応式

HRID 34928 の反応式
N[C:2]1[CH:3]=[C:4]([CH3:12])[C:5]([CH2:8][CH2:9][CH2:10][NH2:11])=[N:6][CH:7]=1.N([O-])=O.[Na+].[OH-].[NH4+].[BrH:19]>O.[Cu]>[NH2:11][CH2:10][CH2:9][CH2:8][C:5]1[C:4]([CH3:12])=[CH:3][C:2]([Br:19])=[CH:7][N:6]=1

参加物

7

反応物 4

HCID 260Hydrogen BromideHCID 14923Ammonium HydroxideHCID 198517805-Amino-2-(3-aminopropyl)-3-methylpyridineHCID 23668193Sodium Nitrite

生成物 1

HCID 198517812-(3-Aminopropyl)-5-bromo-3-methylpyridine

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 962Water溶媒2 回

実験手順

5-Amino-2-(3-aminopropyl)-3-methylpyridine (8.05 g) in hydrobromic acid (48%, 75 ml) and water (8 ml) wasreacted with cuprous bromide (8.73 g) and copper bronze (0.29 g). A solution of sodium nitrite (5.1 g) in water (8 ml) was added at 5°-8° C. over 40 minutes, the reaction mixture was allowed to stir at 5°-8° C. for one hour and then stirred at room temperature for 3 hours. The cooled reaction mixture was then basified with ammonium hydroxide (70 ml), which was then extracted with chloroform 3×150 ml. The chloroform extracts were then washed with fresh ammonium hydroxide and water (70 ml of each) till no more blue colour was visible in the aqueous layer. Chloroform extracts were dried over magnesium sulphate, filtered and concentrated to dryness to give the title compound (8.2 g) as an amber oil.

後処理

  1. stirringstirred at room temperature for 3 hours
  2. customThe cooled reaction mixture
  3. extractionwas then extracted with chloroform 3×150 ml
  4. washThe chloroform extracts were then washed with fresh ammonium hydroxide and water (70 ml of each) till no more blue colour
  5. dry with materialChloroform extracts were dried over magnesium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-9465c95b41ee425b9b6a12fd598f2ebc
出典データセット
uspto-grants-1988_08
特許番号
US04764519

関連ノート

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