Diethyl Malonate → 1-benzylpyrimidine-2,4,6(1H,3H,5H)-trione

HRID 357128

反応式

HRID 357128 の反応式
[CH2:1]([NH:8][C:9]([NH2:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12](OCC)(=[O:19])[CH2:13][C:14](OCC)=[O:15].C[O-].[Na+]>CO>[CH2:1]([N:8]1[C:14](=[O:15])[CH2:13][C:12](=[O:19])[NH:11][C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 7761Diethyl MalonateHCID 10853BenzylureaHCID 10942334Sodium Methoxide

生成物 1

HCID 2687261-benzylpyrimidine-2,4,6(1H,3H,5H)-trione

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a suspension of 24.78 g (165 mmol) of benzylurea and 25 ml (165 mmol) of diethyl malonate in 84 ml of methanol, 40.2 ml (165 mmol) of a 4.1M sodium methylate solution was added at room temperature, followed by refluxing for 16 hours. After the reaction mixture was cooled, the solvent was distilled off. After the residue was dissolved in water and insoluble substances were filtered out, the filtrate was adjusted to pH 3-4 by adding concentrated hydrochloric acid. The resulting precipitate was collected by filtration, washed with water and n-hexane-diethyl ether and dried to yield 32.12 g (89.2%, white crystal) of the desired product.

後処理

  1. additionwas added at room temperature
  2. temperatureby refluxing for 16 hours
  3. temperatureAfter the reaction mixture was cooled
  4. distillationthe solvent was distilled off
  5. dissolutionAfter the residue was dissolved in water
  6. filtrationinsoluble substances were filtered out
  7. additionby adding concentrated hydrochloric acid
  8. filtrationThe resulting precipitate was collected by filtration
  9. washwashed with water and n-hexane-diethyl ether
  10. customdried

出典と根拠

ORDレコード
ord-32ab2cb36781409b9cb1f73133524cbf
出典データセット
uspto-grants-1998_11
特許番号
US05840732

関連ノート

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