Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057894Generated: October 25, 2026

Hydrazoic acid → HCID 178420316, compound

https://huagongshe.com/reaction/2057894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazoic acidHCID 24530—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant1-benzyl-1H-imidazole-2-carbaldehydeHCID 139082—
Reactant1H-Imidazole-2-carbonitrile, 1-(phenylmethyl)-HCID 11030475—
ReactantHCID 178418441HCID 178418441—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178420316HCID 178420316—

Reaction Steps

Obtained by reacting 9.3 g (0.05 mol) of 1-benzyl-2-formylimidazole (see Liebigs Ann. Chem. 718 (1968) pp. 249-259) with 8.0 g (0.15 mol) of ammonium chloride and 9.8 g (0.15 mol) of sodium azide in 50 ml of dimethylformamide at 120°-130° C. The isolation of the 1-benzyl-2-cyanoimidazole intermediate (obtained by Schmidt-rearrangement) may be omitted, since this compound adds excess hydrazoic acid to the tetrazole in situ. After 20 hours, it is cooled, and 500 ml of water are added, the precipitate formed filtered off and recrystallised several times from dimethylformamide. M.p. 274°-275° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04213986
Source datasetuspto-grants-1980_07
ORD IDord-1a0a0e1e24884fef88d6adf35ec1d162
Source noteuspto-grants-1980_07