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ChemicalBook CAS DataBase List 5-Aminotetrazole
4418-61-5

5-Aminotetrazole synthesis

14synthesis methods
5-Aminotetrazole (5-AT) is synthesized by reacting cyanamide or dicyandiamide with an azide salt at high temperature in the presence of an acidic reagent (such as boric acid). The pKa value of this acidic reagent is between 3 and 7. The reaction solution is heated to above 75°C, preferably at reflux temperature (usually above 90°C). No large amounts of azide acid are generated during the reaction. After the reaction is complete, a strong acid (such as hydrochloric acid) is added to the reaction solution to acidify it, lowering the pH to below 3, causing the generated 5-AT to be protonated and precipitated. Finally, the pure 5-AT product is separated by conventional methods such as filtration and washing. The synthetic route is shown below:
synthesis of 5-Aminotetrazole
-

Yield:4418-61-5 161.5 g

Reaction Conditions:

with hydrogenchloride;sodium hydroxide;sodium nitrite in water at 80; for 4 h;Temperature;

Steps:

1; 2; 3 Example 2

Add 180 ml of water to a 2000 ml three-necked flask.Add lime nitrogen several times80.0 g (1.0 mol), maintaining the reaction temperature at 50 ° C, adding 200 g of sulfuric acid (80% content) dropwise, and dropping for one hour, the reaction was carried out for 4 hours. After the reaction is completed,The reaction solution was filtered, and 150 g (3.0 mol) of hydrazine hydrate and 200 g of hydrochloric acid (concentration: 36%) were added to a 2000 ml three-necked flask, and the temperature was raised to 80 ° C, and then the filtered reaction solution was added dropwise thereto, and the reaction was allowed to fall to room temperature after 3 hours. Then, 200 g of hydrochloric acid (concentration: 36%) was added dropwise, then 200 g of sodium nitrite was added, and after adding 100 g of sodium hydroxide, the temperature was raised to 80 ° C, and after reacting for 4 hours, it was cooled to room temperature, filtered, and dried.161.5 g of 5-aminotetrazole product was obtained in a yield of 95%.

References:

CN109761925,2019,A Location in patent:Paragraph 0028; 0029; 0030

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