Isobutyl iodide → 6-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione

HRID 81405

反応式

HRID 81405 の反応式
[Cl:1][C:2]1[NH:7][C:6](=[O:8])[N:5]([CH3:9])[C:4](=[O:10])[CH:3]=1.[CH2:11](I)[CH:12]([CH3:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[N:7]([CH2:11][CH:12]([CH3:14])[CH3:13])[C:6](=[O:8])[N:5]([CH3:9])[C:4](=[O:10])[CH:3]=1

参加物

5

反応物 3

HCID 10556Isobutyl iodide2 回HCID 11430Potassium CarbonateHCID 961416-chloro-3-methylpyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 52825666-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione収率 52%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

A mixture of 6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione (3 g, 18.8 mmol), isobutyl iodide (5 mL, 43.5 mmol) and potassium carbonate (5.3 g, 38.4 mmol) in anhydrous DMF (200 mL) is heated at 50° C. for 8 hours. Additional isobutyl iodide (4.3 mL, 37.5 mmol) is added, and the reaction mixture heated at 50° C. for 24 hours. After hot filtration, the filtrate is evaporated to dryness under reduced pressure. The obtained oil is further purified by silica-gel flash chromatography to give 2.1 g of pure product (Yield: 52%).

後処理

  1. temperaturethe reaction mixture heated at 50° C. for 24 hours
  2. filtrationAfter hot filtration
  3. customthe filtrate is evaporated to dryness under reduced pressure
  4. customThe obtained oil is further purified by silica-gel flash chromatography

出典と根拠

ORDレコード
ord-a010378496ce4d479c7bed4cc77af8c5
出典データセット
uspto-grants-2014_09
特許番号
US08846693B2

関連ノート

読み込み中…