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

HRID 1181673ノート

反応式

HRID 1181673 の反応式
I[CH2:2][CH:3]([CH3:5])[CH3:4].C(=O)([O-])[O-].[K+].[K+].[Cl:12][C:13]1[NH:18][C:17](=[O:19])[N:16]([CH3:20])[C:15](=[O:21])[CH:14]=1>CN(C)C=O.Cl>[Cl:12][C:13]1[N:18]([CH2:2][CH:3]([CH3:5])[CH3:4])[C:17](=[O:19])[N:16]([CH3:20])[C:15](=[O:21])[CH:14]=1

参加物

6

反応物 3

HCID 10556Isobutyl iodideHCID 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 55.6%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

3-Iodo-2-methylpropane (4.6 g) and potassium carbonate (8.62 g) were added to a solution of 6-Chloro-3-methylpyrimidine-2,4[1H,3H]-dione (2.0 g) in dimethylformamide (10 ml). The mixture was heated at 90° C. for 18 hours then cooled to room temperature. The solution was diluted with 5% aqueous HCl solution until solution becomes acidic and extracted twice with diethyl ether. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography over silica eluting with hexanes: ethyl acetate (1:1) to give the subtitle compound (1.5 g).

後処理

  1. temperaturethen cooled to room temperature
  2. extractionextracted twice with diethyl ether
  3. dry with materialThe combined organic extracts were dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residue was purified by column chromatography over silica eluting with hexanes: ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-4514b9862d8d4d7ba611934968b7743e
出典データセット
uspto-grants-2007_10
特許番号
US07285558B2

反応ノート

読み込み中…