Phosphorus oxychloride → HCID 23726818、化合物

HRID 910198ノート

反応式

HRID 910198 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>ClCCl>[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

4

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A stirred suspension of 2-chloromethyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one (1.5 g, 5.42 mmol) and phosphoryl chloride (23 ml) was heated under reflux for 7 hours and then left to stand at ambient temperature for 18 hours. The excess phosphoryl chloride was removed in vacuo to give a dark residue, which was dissolved in dichloromethane (100 ml) and then washed with water (2×100 ml) followed by saturated sodium hydrogen carbonate solution (100 ml). The organic extract was dried (MgSO4) and the solvent was removed in vacuo to give the crude product. Purification by flash chromatography (silica) eluting with dichloromethane gave 4-chloro-2-chloromethyl-5-phenylthieno[2,3-d]pyrimidine as a pale-yellow solid (1.42 g).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. waitleft
  4. customThe excess phosphoryl chloride was removed in vacuo
  5. customto give a dark residue, which
  6. washwashed with water (2×100 ml)
  7. extractionThe organic extract
  8. dry with materialwas dried (MgSO4)
  9. customthe solvent was removed in vacuo
  10. customto give the crude product
  11. customPurification by flash chromatography (silica)
  12. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-7128eea9862b4c6e968acf49ab205c33
出典データセット
uspto-grants-2011_09
特許番号
US08022076B2

反応ノート

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