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

HRID 1181673

반응식

HRID 1181673 반응식
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

참가 물질

6

반응물 3

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

생성물 1

HCID 52825666-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione수율 55.6%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-4514b9862d8d4d7ba611934968b7743e
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285558B2

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