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

HRID 357022ノート

反応式

HRID 357022 の反応式
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

参加物

5

反応物 3

HCID 8471TriethylamineHCID 76300Ethyl 4-bromobutyrateHCID 178507915HCID 178507915、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ec17460d8faa4527be035f34a7cc30c0
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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