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ChemicalBook CAS DataBase List Tetraacetylethylenediamine

Tetraacetylethylenediamine synthesis

2synthesis methods
Tetraacetylethylenediamine (TAED) is produced in a two stage process from ethylenediamine (ED) and acetic anhydride (Ac2O). ED is first diacetylated to DAED. In the second step DAED is subsequently converted with Ac2O via TriAED into TAED (Clariant, 1999). TAED is crystallized out of the reaction mixture, filtered, washed and dried, and if necessary also granulated. The raw materials used occur almost quantitatively in the product. Byproducts are not formed.
TAED was prepared by acetylation of diacetylethylenediamine (DAED) with acetic anhydride in a 5 L reactor coupled with a packed distillation column, 2.5 cm in inside diameter and 1 m in length. The reaction temperature was set at 135 °C and the reflux ratio at 6. The molar ratio of acetic anhydride to DAED was varied from 3 to 5. A TAED yield as high as 80% was obtained, higher by 15% than in the absence of distillation.
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Yield:10543-57-4 81.9%

Reaction Conditions:

with solid acid SO4(2-)/Al2O3 at 110 - 160; for 4.5 h;Reagent/catalyst;Temperature;

Steps:

5 Example 5 the preparation of tetracetyl ethylenediamine-4.5hr-catalyst 10wt%
The procedure of Example 3 was repeated, Adding 6.00 g of solid acid SO42- / Al2O3 as catalyst, The remaining composition of the addition ratio and operating conditions to maintain the same, To obtain 77.74 g of product tetraethylethylenediamine, Yield 81.9%. 60.05 g of diacetyl ethylenediamine and 425 g of acetic anhydride were added to a 1 L reaction flask, After heating to reflux at 140 ° C for 2 hours, Start steaming acetic acid for 2.5 hours and control the distillation temperature between 110 ~ 125 , To be cooled cooling crystallization and then filter and dry, 72.31 g of tetraacetylethylenediamine, Yield 76.0%.

References:

China Petroleum Chemical Industry Development co., LTD (TW);CHIANG, PEIYUN;CHEN, CHIHE;HUANG, ZHENWEI TWI527787, 2016, B Location in patent:Page/Page column 11; 12

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