Methyl iodide → HCID 20039734、化合物

HRID 1762809ノート

反応式

HRID 1762809 の反応式
[CH:1]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:2]=1[CH2:3][C:4]1[N:5]([CH:11]=[C:12]3[C:17]=1[C:16](=[O:18])[C:15]1[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=1[C:13]3=[O:23])[CH2:6]2.[C:24](=O)([O-])[O-].[K+].[K+].IC>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(#N)C.ClCCl>[CH3:24][CH:3]1[C:2]2[C:7](=[CH:8][CH:9]=[CH:10][CH:1]=2)[CH2:6][N:5]2[CH:11]=[C:12]3[C:17]([C:16](=[O:18])[C:15]4[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=4[C:13]3=[O:23])=[C:4]12

参加物

7

反応物 3

HCID 6328Methyl iodide2 回HCID 11430Potassium CarbonateHCID 71772Mitoquidone2 回

生成物 1

HCID 20039734HCID 20039734、化合物収率 9.8%

試薬・触媒・溶媒 3

HCID 66133Benzyl triethylammonium chloride触媒HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 5,14-dihydrobenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione (0.96 g) (Intermediate 1), benzyl triethylammonium chloride (0.16 g), potassium carbonate (2.20 g) and iodomethane (0.45 ml) in acetonitrile (100 ml) was stirred and heated under reflux for 4 h. A further portion of iodomethane (0.5 ml) was added and the mixture was stirred at 80° C. for 1 h. The mixture was cooled to room temperature, diluted with dichloromethane (250 ml) and filtered. The filtrate was concentrated in vacuo and the residue was purified on preparative plates eluting five times with chloroform to give the title compound (98 mg) m.p. 215°-218° C. λmax (in CHCl3) 246.5 nm (ε51,050), 266.5 nm (ε18,250) and 366.55 nm (ε3,700).

後処理

  1. temperatureheated
  2. temperatureunder reflux for 4 h
  3. stirringthe mixture was stirred at 80° C. for 1 h
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe residue was purified on preparative plates
  7. washeluting five times with chloroform

出典と根拠

ORDレコード
ord-840537cf7f7a408c894e6692af625f16
出典データセット
uspto-grants-1989_05
特許番号
US04835158

反応ノート

読み込み中…