Ethylenediamine → HCID 21479583, compound

HRID 741844Notes

Reaction equation

HRID 741844 reaction equation
[N:1]1[C:8](Cl)=[N:7][C:5]([Cl:6])=[N:4][C:2]=1Cl.P([O-])([O-])(O)=O.[Na+].[Na+].[NH2:17][C:18]1[C:31]2[C:30](=[O:32])[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23](=[O:33])[C:22]=2[C:21]([C:34]2[C:39]([CH3:40])=[C:38]([S:41]([OH:44])(=[O:43])=[O:42])[C:37]([CH3:45])=[C:36]([NH2:46])[C:35]=2[CH3:47])=[CH:20][C:19]=1[S:48]([OH:51])(=[O:50])=[O:49].[OH-].[Na+].[CH2:54]([NH2:57])[CH2:55][NH2:56]>O>[NH2:17][C:18]1[C:31]2[C:30](=[O:32])[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23](=[O:33])[C:22]=2[C:21]([C:34]2[C:39]([CH3:40])=[C:38]([S:41]([OH:44])(=[O:43])=[O:42])[C:37]([CH3:45])=[C:36]([N:46]([NH:56][CH2:55][CH2:54][NH2:57])[C:8]3[N:1]=[CH:2][N:4]=[C:5]([Cl:6])[N:7]=3)[C:35]=2[CH3:47])=[CH:20][C:19]=1[S:48]([OH:51])(=[O:50])=[O:49]

Participants

7

Reactant 5

HCID 3301EthylenediamineHCID 7954Cyanuric chlorideHCID 14798Sodium HydroxideHCID 24203Sodium Phosphate, DibasicHCID 21479582HCID 21479582, compound

Product 1

HCID 21479583HCID 21479583, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
40 °C

Procedure

19 parts of cyanuric chloride are stirred vigorously into 50 parts of water, with addition of a wetting agent and 5 parts of disodium hydrogen phosphate, at a temperature of 0° C. A neutral solution of 53 parts of 1-amino-4-(3-amino-2,4,6-trimethyl-5-sulfophenyl)anthraquinone-2-sulfonic acid in 450 parts of water is added dropwise; during this procedure, the pH is kept at a value of 4.5 by addition of sodium hydroxide solution. When the reaction has ended, 6 parts of ethylenediamine in 54 parts of water are added dropwise such that the temperature remains below 15° C. and the pH remains at a value of 7. The pH is then increased to and kept at a value of 8.5. To bring the conversion to completion, the mixture is heated to a temperature of 40° C. towards the end of the reaction. A solution of 1-amino-4-{3-[(2-aminoethylamino)-6-chloro- 1,3,5-triazin-2-ylamino]-2,4,6-trimethyl-5-sulfophenyl}anthraquinone-2-sulfonic acid (solution 1) is obtained.

Workup

  1. customremains below 15° C.
  2. temperatureThe pH is then increased to and

Sources & evidence

ORD record
ord-3306534297a848bf9185bc00db17dd0f
Source dataset
uspto-grants-1996_09
Patent number
US05552532

Reaction notes

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