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

HRID 1432732ノート

反応式

HRID 1432732 の反応式
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

参加物

5

反応物 3

HCID 8083MorpholineHCID 10796Cesium carbonateHCID 123331552,4-Dichlorothiazole

生成物 1

HCID 534400954-(4-Chlorothiazol-2-YL)morpholine収率 91.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-020b1cf2dd0c47dea9e2640f080cfca6
出典データセット
uspto-grants-2009_11
特許番号
US07612067B2

反応ノート

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