Sodium Azide → 4-(1H-1,2,3,4-tetrazol-5-yl)benzaldehyde

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Reaction Steps

20.0 g (0.47 mol) of lithium chloride and 20.5 g (0.315 mol) of sodium azide are added to 41.2 9 (0.315 mol) of 4-cyano-benzaldehyde in 310 ml of methoxy-ethanol and the mixture is heated at boiling for 6 hours (argon atmosphere). When cool the reaction mixture is poured into 1 liter of ice/HCl 37% (10:1) and stirred thoroughly to complete the reaction. Filtration and washing with water yield 4-(tetrazol-5-yl)-benzaldehyde; m.p. 180-182° C.

Provenance & Evidence