Toluene → HCID 44180853、化合物

HRID 1042033

反応式

HRID 1042033 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[O:8][C:9]3[C:14]([C:15](=O)[CH:16]=2)=[CH:13][CH:12]=[CH:11][C:10]=3[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:3][CH2:2]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:33])=CC=1.C1(C)C=CC=CC=1>C(OCC)(=O)C>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[O:8][C:9]3[C:14]([C:15](=[S:33])[CH:16]=2)=[CH:13][CH:12]=[CH:11][C:10]=3[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 1140TolueneHCID 39732-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-oneHCID 87949Lawesson's reagent

生成物 1

HCID 44180853HCID 44180853、化合物収率 135.1%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

A 2 mL conical microwave vial was charged with a magnetic stirring bar, 2-morpholino-8-phenyl-4H-chromen-4-one (LY294002) (150 mg, 488 μmol), Lawesson's reagent (118 mg, 293 μmol), and toluene (2 mL). The reaction mixture was sealed, and the reaction mixture was magnetically stirred and heated via microwave irradiation to 130° C. for 20 minutes. The final mixture was poured onto water (approximately 30 mL), extracted with dichloromethane (3×5 mL), the combined extracts dried over anhydrous magnesium sulfate, filtered and concentrated to dryness. Purification via column chromatography (silica gel; hexanes/ethyl acetate (1:1), then 100% ethyl acetate) afforded pure 2-morpholino-8-phenyl-4H-chromene-4-thione (68) (128 mg, 81% yield).

後処理

  1. additionA 2 mL conical microwave vial was charged with a magnetic stirring bar
  2. customThe reaction mixture was sealed
  3. extractionextracted with dichloromethane (3×5 mL)
  4. dry with materialthe combined extracts dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customPurification via column chromatography (silica gel

出典と根拠

ORDレコード
ord-ab050b876fc049279c98c58122f878ad
出典データセット
uspto-grants-2013_10
特許番号
US08557807B2

関連ノート

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