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

HRID 357024ノート

反応式

HRID 357024 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-b32d3089c842437fb6246ce71bf7e620
出典データセット
uspto-grants-1998_11
特許番号
US05840732

反応ノート

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