Morpholine → 4-(4-Chlorothiazol-2-YL)morpholine

HRID 1432732노트

반응식

HRID 1432732 반응식
Cl[C:2]1[S:3][CH:4]=[C:5]([Cl:7])[N:6]=1.[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.C([O-])([O-])=O.[Cs+].[Cs+]>C1COCC1>[Cl:7][C:5]1[N:6]=[C:2]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[S:3][CH:4]=1

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 10796Cesium carbonateHCID 123331552,4-Dichlorothiazole

생성물 1

HCID 534400954-(4-Chlorothiazol-2-YL)morpholine수율 91.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
110 °C

실험 절차

In a 75 mL dry pressure vessel, 2,4-dichloro-thiazole (500 mg, 3.2 mmol) and morpholine (560 μL, 6.4 mmol) are dissolved in dry THF (2.0 mL). Cs2CO3 (1.56 g, 4.8 mmol) is added, and the reaction vessel is sealed. The reaction mixture is heated to 110° C. overnight. Solvent is removed via reduced pressure, and the crude reaction mixture is purified via silica gel chromatography to give the title compound (597 mg, 2.92 mmol, 91%). 1H-NMR (CDCl3), δ 3.45 (m, 4H), 3.79 (m, 4H), 6.31 (s, 1H) ppm. ES-MS (m/z): calcd for C7H9ClN2OS (M+H)+: 204.68; found: 205.2.

후처리

  1. customIn a 75 mL dry pressure vessel
  2. customthe reaction vessel is sealed
  3. customSolvent is removed via reduced pressure
  4. customthe crude reaction mixture
  5. customis purified via silica gel chromatography

출처 및 근거

ORD 기록
ord-020b1cf2dd0c47dea9e2640f080cfca6
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612067B2

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