Methyl iodide → HCID 13756050、化合物

HRID 580694ノート

反応式

HRID 580694 の反応式
[OH-].[Na+].[NH2:3][C:4]1[C:5]2[C:10]([N:11]=[C:12]3[C:17]=1[C:16](=[O:18])[CH2:15][CH2:14][CH2:13]3)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:19]I>ClCCl.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:19][NH:3][C:4]1[C:5]2[C:10]([N:11]=[C:12]3[C:17]=1[C:16](=[O:18])[CH2:15][CH2:14][CH2:13]3)=[CH:9][CH:8]=[CH:7][CH:6]=2

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 1843619-amino-3,4-dihydroacridin-1(2H)-one

生成物 1

HCID 13756050HCID 13756050、化合物収率 70%

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 6344Dichloromethane溶媒

実験手順

In 150 ml of dichloromethane and 100 ml of 50% NaOH were added 5.00 g of 9-amino-3,4-dihydroacridin-1(2H)-one and 0.80 g (0.1 eq) of tetrabutylammonium hydrogensulfate. The biphasic mixture was mechanically stirred for 0.5 hour and thereafter 4.4 ml (3 eq) of CH3I was added. The reaction mixture was stirred overnight. Analysis of the reaction mixture indicated that the starting material was completely consumed. The reaction mixture was poured into cold water and the dichloromethane layer was evaporated, dried over MgSO4 and filtered through alumina and the solvent was evaporated to afford a solid. The solid was recrystallized from dichloromethane/hexanes to yield 3.73 g (70%) of crystalline product after drying, melting point 116°-117° C.

後処理

  1. stirringThe reaction mixture was stirred overnight
  2. customwas completely consumed
  3. additionThe reaction mixture was poured into cold water
  4. customthe dichloromethane layer was evaporated
  5. dry with materialdried over MgSO4
  6. filtrationfiltered through alumina
  7. customthe solvent was evaporated
  8. customto afford a solid
  9. customThe solid was recrystallized from dichloromethane/hexanes

出典と根拠

ORDレコード
ord-02adc39c17704dd8924a048cff6c18b6
出典データセット
uspto-grants-1988_06
特許番号
US04754050

反応ノート

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