Halite (NaCl) → N-4-Chlorocinnamyl-1,2-phenylenediamine

HRID 5734

反应方程式

HRID 5734 反应方程式
[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

参与物

7

反应物 4

HCID 5234Halite (NaCl)HCID 72431,2-苯二胺HCID 11430碳酸钾HCID 53728250p-Chlorocinnamyl chloride

产物 1

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

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

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.

后处理

  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)

来源与证据

ORD记录
ord-c09855ed64714736b79c8d5024c94a04
来源数据集
uspto-grants-1993_09
专利号
US05245034

关联笔记

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