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ChemicalBook CAS DataBase List 3-nitrophenyl azide

3-nitrophenyl azide synthesis

11synthesis methods
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Yield: 100%

Reaction Conditions:

Stage #1:3-nitro-aniline with hydrogenchloride;sodium nitrite in water for 0.5 h;Cooling with ice;
Stage #2: with sodium azide in water at 20; for 2 h;Cooling with ice;

Steps:

4.1.1 General procedure for the preparation of compounds 2a-e
General procedure: Aniline (931mg, 10mmol) was dissolved with HCl (6mol·L-1, 10mL) in an ice bath. NaNO2 (1035mg, 15mmol) dissolved in 25mL water was added dropwise. The reaction mixture was stirred for 30min. Sodium azide (2600mg, 40mmol) dissolved in 50mL water was added dropwise. After this addition, the system was stirred for another 2h at room temperature. Then, the mixture was extracted with ethyl acetate and the combined organic extracts were washed with H2O, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give 2a (1190mg, 100%) as yellow oil. The crude product was used directly without purification. Compounds 2b, 2c, 2d, 2e were obtained with 1b, 1c, 1d, 1e respectively by using the same method that described above.

References:

Zhao, Jian-Wei;Guo, Jia-Wen;Huang, Ming-Jie;You, Ya-Zhen;Wu, Zeng-Hui;Liu, Hong-Min;Huang, Li-Hua [Steroids,2019,vol. 150,art. no. 108431] Location in patent:supporting information