Ethylenediamine → N~1~,N~2~-Bis(4,6-dichloro-1,3,5-triazin-2-yl)ethane-1,2-diamine

HRID 1388768Notes

Reaction equation

HRID 1388768 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[N:5]1[C:12]([Cl:13])=[N:11][C:9]([Cl:10])=[N:8][C:6]=1Cl.[OH-].[Na+]>CC(C)=O.O>[Cl:10][C:9]1[N:11]=[C:12]([Cl:13])[N:5]=[C:6]([NH:3][CH2:2][CH2:1][NH:4][C:6]2[N:5]=[C:12]([Cl:13])[N:11]=[C:9]([Cl:10])[N:8]=2)[N:8]=1

Participants

6

Reactant 3

HCID 3301EthylenediamineHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 20470279N~1~,N~2~-Bis(4,6-dichloro-1,3,5-triazin-2-yl)ethane-1,2-diamine

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent

Procedure

A solution of 15 g (0.25 mole) of ethylenediamine in 125 ml of cold acetone is added dropwise, at 0° to 5° C., to 92.2 g (0.5 mole) of cyanuric chloride, dissolved in 500 ml of acetone. The mixture is subsequently stirred for 30 minutes and a solution of 20 g (0.5 mole) of NaOH in 125 ml of water is then slowly added at 0° to 5° C. After stirring the mixture at the same temperature for four hours, it is diluted with 500 ml of ice-water and the solid is filtered off. The desired compound is obtained in the form of a white powder.

Workup

  1. stirringAfter stirring the mixture at the same temperature for four hours
  2. filtrationthe solid is filtered off

Sources & evidence

ORD record
ord-cbc3cfd5a5434bef8e9776e7c384246d
Source dataset
uspto-grants-1984_02
Patent number
US04433145

Reaction notes

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