Sodium Chloride → N-4-Chlorocinnamyl-1,2-phenylenediamine

HRID 5734

反応式

HRID 5734 の反応式
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[Cl:9][C:10]1[CH:19]=[CH:18][C:13]([CH:14]=[CH:15][CH2:16]Cl)=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>CN(C)C=O.O>[Cl:9][C:10]1[CH:19]=[CH:18][C:13]([CH:14]=[CH:15][CH2:16][NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[NH2:8])=[CH:12][CH:11]=1

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 7243O-PhenylenediamineHCID 11430Potassium CarbonateHCID 53728250p-Chlorocinnamyl chloride

生成物 1

HCID 54229126N-4-Chlorocinnamyl-1,2-phenylenediamine収率 82.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

19.6 g of 1,2-phenylenediamine was dissolved in 300 ml of dimethylformamide, to the solution were added 11.3 g of the above-prepared 4-chlorocinnamyl chloride crystals and 12.5 g of potassium carbonate at a room temperature with stirring, and the mixture was stirred for 48 hours under the same condition. After adding water and sodium chloride, the reaction mixture was extracted twice with 1000 ml of chloroform, and the extract was dried over magnesium sulfate and evaporated to remove the solvent under a reduced pressure. Resulting residue was applied to a silica gel column and eluted with hexane/ethyl acetate (3:1), to obtain 12.85 g of the title compound as colorless crystals.

後処理

  1. stirringthe mixture was stirred for 48 hours under the same condition
  2. extractionthe reaction mixture was extracted twice with 1000 ml of chloroform
  3. dry with materialthe extract was dried over magnesium sulfate
  4. customevaporated
  5. customto remove the solvent under a reduced pressure
  6. washeluted with hexane/ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-c09855ed64714736b79c8d5024c94a04
出典データセット
uspto-grants-1993_09
特許番号
US05245034

関連ノート

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