Phosphorus pentachloride → (2-Methyl-1,3-thiazol-4-yl)methanesulfonyl chloride

HRID 1046608노트

반응식

HRID 1046608 반응식
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][S:8]([O-:11])(=O)=[O:9])[N:6]=1.[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:14]>P(Cl)(Cl)(Cl)=O>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][S:8]([Cl:14])(=[O:11])=[O:9])[N:6]=1

참가 물질

4

반응물 2

HCID 24819Phosphorus pentachlorideHCID 59464713Sodium (2-methylthiazol-4-yl)methanesulfonate

생성물 1

HCID 59464691(2-Methyl-1,3-thiazol-4-yl)methanesulfonyl chloride

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

반응 조건

온도
50 °C

실험 절차

Sodium (2-methylthiazol-4-yl)methanesulfonate, 40, (357 mg, 1.66 mmol) is dissolved in phosphorous oxychloride (6 mL) and is treated with phosphorous pentachloride (345 mg, 1.66 mmol). The reaction mixture is stirred at 50° C. for 3 hours, then allowed to cool to room temperature. The solvent is removed under reduced pressure and the residue is re-dissolved in CH2Cl2 (40 mL) and is washed with sat. NaHCO3 and brine. The organic layer is dried over MgSO4, filtered, and the solvent removed in vacuo to afford 0.095 g of the desired product as a brown oil. LC/MS ESI+211 (M+1). Intermediates are obtained in sufficient purity to be carried forward according to Scheme IX without the need for further purification.

후처리

  1. temperatureto cool to room temperature
  2. customThe solvent is removed under reduced pressure
  3. dissolutionthe residue is re-dissolved in CH2Cl2 (40 mL)
  4. washis washed with sat. NaHCO3 and brine
  5. dry with materialThe organic layer is dried over MgSO4
  6. filtrationfiltered
  7. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-1178973be247494181bafc21df54a538
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569348B2

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