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ChemicalBook CAS DataBase List Ethylenediaminetetraacetic acid
60-00-4

Ethylenediaminetetraacetic acid synthesis

14synthesis methods
Edetic acid may be prepared by the condensation of ethylenediamine with sodium monochloroacetate in the presence of sodium carbonate. An aqueous solution of the reactants is heated to about 90°C for 10 hours, then cooled, and hydrochloric acid is added to precipitate the edetic acid.
Edetic acid may also be prepared by the reaction of ethylenediamine with hydrogen cyanide and formaldehyde with subsequent hydrolysis of the tetranitrile, or under alkaline conditions with continuous extraction of ammonia.
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Yield:60-00-4 96.83%

Reaction Conditions:

Stage #1: 1,2-dichloro-ethane;iminodiacetonitrilewith calcium oxide in 5,5-dimethyl-1,3-cyclohexadiene at 105 - 115; for 9.5 h;Large scale;
Stage #2: with sodium hydroxide in water at 70 - 80; for 9 h;Large scale;Reagent/catalyst;Solvent;Temperature;

Steps:

1; 2; 6; 8; 9 Example 9

In a four necked flask added iminodiacetonitrile 213g (2.2Kmol, content 98%), 600ml of toluene and stirred to dissolve. Then calcium oxide catalyst 67.2Kg (1.20Kmol) was added, heated up to 110 °C, dropwise added dichloroethane 380Kg (1Kmol) and addition was completed in 3.5h. Then at 105-115°C carried out insulation reaction for 6h and after cooling filter standby; In the reaction flask 633Kg 32% sodium hydroxide,800ml of water was added, then heated to boiling under reflux condition, followed by the above-mentioned substituted condensate is then uniformly added dropwise to a liquid caustic soda,after 3.5h completion of the addition, and then at this temperature keep the reaction for 5h , cooled to 70-80 ° C then added 0.5% by weight feed solution of the activated carbon , decolorization for 0. 5h and filtered; then added 32% hydrochloric acid acidification to the pH value between 1-2 that is can be, cooled to 30-40 ° C, centrifuged, and then dried to obtain EDΤΑ product 566g, content is 99.74%, yield 96.83%.

References:

CN103497117,2016,B Location in patent:Paragraph 0058-0060

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