Phosphorus oxychloride → HCID 23726818, 화합물

HRID 910198노트

반응식

HRID 910198 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 23726818HCID 23726818, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7128eea9862b4c6e968acf49ab205c33
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022076B2

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