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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 963507Generated: October 25, 2026

Hydrochloric Acid → 5-(3-nitrophenyl)tetrazole

https://huagongshe.com/reaction/963507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamine hydrochlorideHCID 11130—
Reactant3-NitrobenzonitrileHCID 12079—
ReactantSodium AzideHCID 33557—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-(3-nitrophenyl)tetrazoleHCID 28512993.1%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-nitrobenzonitrile (3.70 g, 25 mmol), sodium azide (4.88 g, 75 mmol) and triethylamine hydrochloride (10.32 g, 75 mniol) in N-methylpyrrolidone (55 ml) was heated at 130° C. for 2 hours under stirring. The reaction mixture was poured into ice-water, to which was dropwise added 6N hydrochloric acid in order to acidify. The resultant precipitates were collected by filtration, washed with water and dried to afford 5-(3-nitrophenyl)-1H-tetrazole (4.45 g, 93.1%), which was used in a following reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05763437
Source datasetuspto-grants-1998_06
ORD IDord-b4977d2e8dce40dd8945e276bc302e29
Source noteuspto-grants-1998_06