Triethylamine → 4-Amino-2-(3-ethoxycarbonylpropylthio)pyrimidine

HRID 357022노트

반응식

HRID 357022 반응식
Br[CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH:10]1[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]1=[S:12].C(N(CC)CC)C>C(O)C>[NH2:15][C:14]1[CH:16]=[CH:17][N:10]=[C:11]([S:12][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:13]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 76300Ethyl 4-bromobutyrateHCID 178507915HCID 178507915, 화합물

생성물 1

HCID 189367844-Amino-2-(3-ethoxycarbonylpropylthio)pyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In a nitrogen atmosphere, 28.6 ml (200 mmol) of ethyl 4-bromobutyrate was added to a solution of 25.44 g (200 mmol) of 2-thiocytosine and 30.7 ml (220 mmol) of triethylamine in 400 ml of ethanol at room temperature, followed by refluxing for 16 hours. After the reaction mixture was cooled, the solvent was distilled off. The residue was dissolved in chloroform, washed with saturated aqueous sodium hydrogen carbonate and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=1/4→1/9) to yield 46.31 g (96.0%, white crystal) of the desired product.

후처리

  1. temperatureby refluxing for 16 hours
  2. temperatureAfter the reaction mixture was cooled
  3. distillationthe solvent was distilled off
  4. dissolutionThe residue was dissolved in chloroform
  5. washwashed with saturated aqueous sodium hydrogen carbonate
  6. customdried
  7. distillationafter which the solvent was distilled off
  8. customThe residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=1/4→1/9)

출처 및 근거

ORD 기록
ord-ec17460d8faa4527be035f34a7cc30c0
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840732

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