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ChemicalBook CAS DataBase List 4-azidopyridine
39910-67-3

4-azidopyridine synthesis

7synthesis methods
-

Yield:39910-67-3 86%

Reaction Conditions:

with hydrogenchloride;potassium azide;sodium nitrite in water at 0 - 20; for 1.5 h;

Steps:

2.2 Synthesis of 2-azido(benzo)thiazole-thiatertrazole 9j-m/9’j-m

General procedure: Azidation method B Compound S9 or S10 (1 eq) was dissolved in concentrated hydrochloric acid (37%, 1 mL/mmol) at 0 oC. To the above reaction mixture, the solution of NaNO2 (1.25 eq) in H2O (1 mL/mmol) was added dropwise at 0 oC within 30 min. The solution was stirred at 0 oC for 30 min. KN3 (1 eq) in H2O (1 mL/mmol) was added dropwise into the reaction mixture. The resulting solution was stirred at room temperature for 1 h followed by diluting with ice water and extracting with EtOAc. The combined organic layer was washed with water, saturated NaHCO3 aq. and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford crude product. which was used directly without further purification

References:

Li, Yan;Wan, Ting-Biao;Guo, Bin;Qi, Xiao-Wen;Zhu, Chifan;Shen, Mei-Hua;Xu, Hua-Dong [Tetrahedron Letters,2022,vol. 106,art. no. 154063] Location in patent:supporting information