ChemicalBook CAS DataBase List Tetrazole

Tetrazole synthesis

7synthesis methods

Product Name:Tetrazole
CAS Number:288-94-8
Molecular formula:CH2N4
Molecular Weight:70.05

The first tetrazole synthesis was reported in 1885.
Tetrazole Synthesis: Nano-TiCl4.SiO2 (0.1 g) was added to a mixture of benzonitrile (1 mmol), sodium azide (2 mmol) in DMF (5 mL) at reflux for 2 h. After completion of reaction (as monitored by TLC), the mixture was allowed to cool to room temperature, the catalyst was removed by filtration. Then by adding ice water and 4N HCl (5 mL) to the residue, a white solid was obtained. This was then washed with cold chloroform. This simple procedure yielded pure tetrazole with good yields.

122-51-0 Synthesis

122-51-0
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288-94-8
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Yield:288-94-8 60.5%

Reaction Conditions:

with sodium azide;ammonium chloride;acetic acid at 95; for 18 h;

Steps:

1H-tetrazole (1)

NH4Cl (53.49 g, 1 mol, 1 eq.) and 97.51 g NaN3 (1.5 mol,1.5 eq.) were suspended in 258 cm3 triethyl orthoformate(1.55 mol, 1.55 eq.) and 500 cm3 acetic acid. The reactionmixture was stirred for 18 h at 95 C and filtrated aftercooling. After evaporation to dryness, the solid residue was extracted with 450 cm3 of boiling isopropanol. This stepwas repeated once. The off-white residue after evaporationof the combined isopropanol fractions was recrystallizedfrom ethanol. Yield: 42.4 g (60.5%). The spectroscopicproperties (1H NMR, 13C{1H} NMR, and MIR) werefound to be identical with the ones described in Ref

References:

Müller, Danny;Knoll, Christian;Weinberger, Peter [Monatshefte fur Chemie,2017,vol. 148,# 1,p. 131 - 137]