1-Bromo-3-chloropropane → 3-benzyl-6-chloro-1-(3-chloropropyl)-5-isopropylpyrimidine-2,4(1H,3H)-dione

HRID 357123

반응식

HRID 357123 반응식
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([CH:15]([CH3:17])[CH3:16])=[C:11]([Cl:18])[NH:10][C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][CH2:28][CH2:29][Cl:30]>CN(C)C=O>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([CH:15]([CH3:16])[CH3:17])=[C:11]([Cl:18])[N:10]([CH2:27][CH2:28][CH2:29][Cl:30])[C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 189367443-benzyl-6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 189367773-benzyl-6-chloro-1-(3-chloropropyl)-5-isopropylpyrimidine-2,4(1H,3H)-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

To a suspension of 20.91 g (75 mmol) of 3-benzyl-6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione and 16.58 g (120 mmol) of potassium carbonate in 120 ml of N,N-dimethylformamide, 14.8 ml (150 mmol) of 1-bromo-3-chloropropane was added at room temperature. This mixture was stirred at 90° C. for 2 hours. After cooling, the reaction mixture was concentrated to dryness; the resulting residue was dissolved in chloroform-water. After the organic layer was washed with water and dried, the solvent was distilled off to yield an oily substance, which was then purified by column chromatography (eluent, n-hexane/ethyl acetate=5/1→3/1) to yield 8.06 g (30.1%, yellow oily substance) of the desired product.

후처리

  1. additionwas added at room temperature
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated to dryness
  4. dissolutionthe resulting residue was dissolved in chloroform-water
  5. washAfter the organic layer was washed with water
  6. customdried
  7. distillationthe solvent was distilled off
  8. customto yield an oily substance, which
  9. customwas then purified by column chromatography (eluent, n-hexane/ethyl acetate=5/1→3/1)

출처 및 근거

ORD 기록
ord-80e57133d85b4699a4f6e2b9ff3fc23c
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840732

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