Dimethylformamide → HCID 22251491、化合物

HRID 1180813ノート

反応式

HRID 1180813 の反応式
[C:1]1([CH:7]=[CH:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(S(NN)(=O)=[O:24])C=CC=CC=1.CN([CH:31]=[O:32])C>>[O:10]=[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][C:4]([C:31]([OH:32])=[O:24])=[CH:5][CH:6]=1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 7189CinnamoylbenzeneHCID 65723Benzenesulfonyl hydrazide

生成物 1

HCID 22251491HCID 22251491、化合物収率 31%

反応条件

温度
10 °C

実験手順

To a stirred solution at room temperature of chalcone XXIIIa (1.29 g, 5.13 mmol) in DMF (20 ml) was added phenylsulfonylhydrazine (1.76 g, 10.26 mmol). The reaction mixture was stirred at 10° C. for 15 h, cooled and concentrated. The remained oily residue was partitioned between a saturated aqueous solution of NH4Cl and AcOEt. After separation, the organic layer was dried, partially evaporated and filtered. The filtrate was purified by flash chromatography on silica gel (AcOEt/hexane:50/50□75/25) to form a material which after a second column purification (MeOH/CH2Cl2:5/95) afford the title compound XXVIa (400 mg, 1.59 mmol, 31% yield).

後処理

  1. temperaturecooled
  2. concentrationconcentrated
  3. customThe remained oily residue was partitioned between a saturated aqueous solution of NH4Cl and AcOEt
  4. customAfter separation
  5. customthe organic layer was dried
  6. custompartially evaporated
  7. filtrationfiltered
  8. customThe filtrate was purified by flash chromatography on silica gel (AcOEt/hexane:50/50□75/25)
  9. customto form a material which
  10. customafter a second column purification (MeOH/CH2Cl2:5/95)

出典と根拠

ORDレコード
ord-4e3bb493536b462bbd8696117c8e9a66
出典データセット
uspto-grants-2007_10
特許番号
US07282608B2

反応ノート

読み込み中…