Diethyl Sulfate → 2-(Dimethylamino)-6-ethoxypyrimidin-4(1H)-one

HRID 1579246ノート

反応式

HRID 1579246 の反応式
[CH3:1][N:2]([CH3:11])[C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OCC)(O[CH2:16][CH3:17])(=O)=O>[OH-].[Na+]>[CH3:1][N:2]([CH3:11])[C:3]1[N:4]=[C:5]([O:10][CH2:16][CH3:17])[CH:6]=[C:7]([OH:9])[N:8]=1

参加物

4

反応物 2

HCID 6163Diethyl SulfateHCID 178483102HCID 178483102、化合物

生成物 1

HCID 1784670362-(Dimethylamino)-6-ethoxypyrimidin-4(1H)-one

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒3 回

実験手順

155.2 g (1 mol) of 2-dimethylamino-4,6-dihydroxypyrimidine are added while stirring to 1000 cc of 1N sodium hydroxide solution 1N and the mixture is heated to 50° over a short period. 170 g (1.1 mol) of diethyl sulphate are subsequently added dropwise, over the course of 2 hours, at 40°-45°. During the dropwise addition the pH value is kept at between 7.5 and 8.0 by further addition of 1N sodium hydroxide solution. Approximately 500 cc of 1N sodium hydroxide solution are additionally required. The mixture is stirred at 40° for 6 hours, filtered off, washed with a small amount of water and dried at 90° in a high vacuum. The compound may be recrystallized from benzene. M.P. 194°-195°. The aqueous phase may be extracted with chloroform in order to obtain better yields. The chloroform solution is dried with sodium sulphate and after evaporation crystals are obtained which may be recrystallized from benzene.

後処理

  1. temperaturethe mixture is heated to 50° over a short period
  2. additionDuring the dropwise addition the pH value
  3. filtrationfiltered off
  4. washwashed with a small amount of water
  5. customdried at 90° in a high vacuum
  6. customThe compound may be recrystallized from benzene
  7. extractionThe aqueous phase may be extracted with chloroform in order
  8. customto obtain better
  9. customyields
  10. dry with materialThe chloroform solution is dried with sodium sulphate
  11. customafter evaporation crystals
  12. customare obtained which
  13. custommay be recrystallized from benzene

出典と根拠

ORDレコード
ord-e00a8aef19c34c19ba94ea0c15bc9eda
出典データセット
uspto-grants-1976_01
特許番号
US03931180

反応ノート

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