5-Chloro-2(1H)-pyrimidinone → HCID 20491782、化合物

HRID 434659ノート

反応式

HRID 434659 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.C(=O)([O-])O.[Na+].[CH2:14]=[C:15]1[CH2:20][O:19][C:17](=[O:18])[CH2:16]1>C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:14][CH:15]2[CH2:20][O:19][C:17](=[O:18])[CH2:16]2)[CH:7]=1

参加物

5

反応物 3

HCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 516892Sodium BicarbonateHCID 123033602(3H)-Furanone, dihydro-4-methylene-

生成物 1

HCID 20491782HCID 20491782、化合物収率 24%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A suspension of 5-chloropyrimidin-2-one (1.007 g) and sodium hydrogen carbonate (647 mg) in 3-methylene-γ-butyrolactone (1.208 g) and ethanol (50 ml) was stirred and heated at reflux. After 2 h, the suspension was cooled and filtered. The filtrate was evaporated and the residue and solid were combined and boiled in ethyl acetate (150 ml). The resulting suspension was filtered and the filtrate evaporated to a pale cream solid. The solid from the filtration was treated with water (50 ml) and the resulting suspension filtered to give a solid which was combined with the pale cream solid and recrystallised from methanol to give white crystals of the title pyrimidinone (424 mg), m.p. 283°-284° C., λmax (EtOH) 229.5 nm (ε 7,700), 332 nm (ε 2,100).

後処理

  1. temperatureheated
  2. temperatureat reflux
  3. temperaturethe suspension was cooled
  4. filtrationfiltered
  5. customThe filtrate was evaporated
  6. filtrationThe resulting suspension was filtered
  7. customthe filtrate evaporated to a pale cream solid
  8. filtrationThe solid from the filtration
  9. additionwas treated with water (50 ml)
  10. filtrationthe resulting suspension filtered
  11. customto give a solid which
  12. customrecrystallised from methanol

出典と根拠

ORDレコード
ord-e97544ef8469477ca75b12a99d36b46d
出典データセット
uspto-grants-1983_08
特許番号
US04399140

反応ノート

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