Chloroacetaldehyde → 5-(4-Hydroxybutylthio)imidazo[1,2-c]pyrimidine

HRID 357024노트

반응식

HRID 357024 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[N:3]=1.Cl[CH2:15][CH:16]=O>C(O)C>[OH:13][CH2:12][CH2:11][CH2:10][CH2:9][S:8][C:4]1[N:3]2[CH:15]=[CH:16][N:1]=[C:2]2[CH:7]=[CH:6][N:5]=1

참가 물질

4

반응물 2

HCID 33ChloroacetaldehydeHCID 189368114-Amino-2-(4-hydroxybutylthio)pyrimidine

생성물 1

HCID 189368825-(4-Hydroxybutylthio)imidazo[1,2-c]pyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 4.98 g (25 mmol) of 4-amino-2-(4-hydroxybutylthio)pyrimidine in 70 ml of ethanol, 30 ml of a 40% chloroacetaldehyde solution was added, followed by refluxing for 4 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=1/1→1/4→ethyl acetate) to yield 3.15 g (56.4%, white crystal) of the desired product.

후처리

  1. temperatureby refluxing for 4 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=1/1→1/4→ethyl acetate)

출처 및 근거

ORD 기록
ord-b32d3089c842437fb6246ce71bf7e620
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840732

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