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ChemicalBook CAS DataBase List Kryptofix 222
23978-09-8

Kryptofix 222 synthesis

5synthesis methods
-

Yield:23978-09-8 61.54%

Reaction Conditions:

Stage #1:triethylene glycol di-(p-toluenesulfonate) with sodium carbonate in acetonitrile at 40; for 0.166667 h;
Stage #2:3,6-dioxa-1,8-diaminooctane in acetonitrile at 90; for 16 h;
Stage #3: with citric acid in ethanol;acetonitrile at 85; for 3 h;Reagent/catalyst;Temperature;

Steps:

1.2; 2.2; 3.2; 4.2; 5.2; 6.2 Step 2: Preparation of amino polyether (2.2.2)
First, 28.9 mM of triethylene glycol bis(p-toluenesulfonate) and 25 g of Na2C03 were dissolved in 375 mL of acetonitrile and stirred at 40 ° C for 10 min.Then, 13.5 mmol of 2,2'-(ethylenedioxy)bis(ethylamine) was added, and the mixture was heated to 90 ° C, refluxed for 16 hours, cooled and filtered to give a filtrate A.[0036] Finally, after the filtrate A was rotary evaporated, it was dissolved by adding 150 mL of ethanol.Add 20mL of 1.8mol/L citric acid solution, heat to 85 ° C, reflux for 3h,Filtrate B was obtained by filtration. Adjusting the pH of the filtrate B to about 10 with tetramethylammonium hydroxide.Wash three times with chloroform, then dry with 4A molecular sieve, after drying,Pour out the solution and evaporate to give a pale yellow crude product.The crude product was recrystallized from n-hexane.Get a white product 3.3g,That is, amino polyether (2.2.2).. The test results show that the prepared compound is an amino polyether (2.2.2After testing, the purity of amino polyether (2.2.2) is above 98%.The reaction cycle is 27h, and the total yield is 61.54%.Compared with the yield of the comparative example prepared aminopolyether (2.2.2) of 39.1%,It shows that the decomplexation with citric acid can improve the reaction yield.

References:

Jiangsu Atomic Medical Institute;Wang Hongyong;Han Guoqing;Zou Pei;Liu Yaling;Wu Jun;Wu Hao CN108822128, 2018, A Location in patent:Paragraph 0026; 0033-0036; 0038; 0039; 0045-0049; 0050; 0056

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