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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604469Generated: October 26, 2026

Sodium Azide → HCID 178520396, compound

https://huagongshe.com/reaction/604469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant2-ThenoylacetonitrileHCID 141853—
ReactantTriethylazanium chlorideHCID 12698378—
SolventTolueneHCID 1140—
ProductHCID 178520396HCID 17852039643.5%

Reaction Steps

A mixture of 2-thenoylacetonitrile (9 g, 59.3 mmol), Sodium azide (4.33 g, 66.7 mmol) and triethylammoniumchloride (9.14 g, 66.9 mmol) was stirred in dry toluene (139 mL) under argon atmosphere at 90° C. for 18 hrs. A two-phase system was formed, cooled and extracted with NaOH (2M, 3×500 mL), and the aqueous solution was poured into hydrochloric acid (4M, 300 mL) and the crude tetrazole was filtered off and recrystalised from acetonitrile. Yield: 43.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910613B2
Source datasetuspto-grants-2011_03
ORD IDord-c651cd26f6604ce8ae8f81049a65b97f
Source noteuspto-grants-2011_03