Phosphorus oxychloride → HCID 23726818、化合物

HRID 928607ノート

反応式

HRID 928607 の反応式
[Cl:1][CH2:2][C:3]1[NH:4][C:5](=O)[C:6]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][S:9][C:7]=2[N:8]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:5]1[C:6]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][S:9][C:7]=2[N:8]=[C:3]([CH2:2][Cl:1])[N:4]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 23741772-Chloromethyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

生成物 1

HCID 23726818HCID 23726818、化合物

反応条件

温度
105 °C

実験手順

A suspension of 2-(chloromethyl)-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one (1.50 g, ex Enamine) in phosphorus oxychloride (23 mL) was heated to reflux (105° C.) overnight. The reaction was cooled and the solvent was evaporated. Toluene (30 mL) was added and the mixture was evaporated again. The residue was dissolved in dichloromethane (100 mL). It was washed with water (1×100 mL) and saturated aqueous sodium bicarbonate solution (1×100 mL), dried (sodium sulfate), filtered and evaporated to give the target compound as a yellow solid (1.45 g). m/z [M+H]+ 294.8/296.8. Retention time 4.99 min (LCMS method+ve 6 min). It was used in the next step without further purification.

後処理

  1. temperaturewas heated
  2. temperatureThe reaction was cooled
  3. customthe solvent was evaporated
  4. additionToluene (30 mL) was added
  5. customthe mixture was evaporated again
  6. dissolutionThe residue was dissolved in dichloromethane (100 mL)
  7. washIt was washed with water (1×100 mL) and saturated aqueous sodium bicarbonate solution (1×100 mL)
  8. dry with materialdried (sodium sulfate)
  9. filtrationfiltered
  10. customevaporated

出典と根拠

ORDレコード
ord-83d578e0632e49a7bbd35fd26533a99f
出典データセット
uspto-grants-2016_03
特許番号
US09290511B2

反応ノート

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