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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050188Generated: November 2, 2026

Sodium Azide → HCID 90423520, compound

https://huagongshe.com/reaction/1050188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant3-Cyano-5-nitrobenzotrifluorideHCID 10727433—
SolventDimethylformamideHCID 6228—
ProductHCID 90423520HCID 9042352040.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 3-nitro-5-(trifluoromethyl)benzonitrile (400 mg, 1.851 mmol) in DMF (20 mL) was added sodium azide (361 mg, 5.55 mmol) at rt. The mixture was stirred at 120° C. overnight. LCMS showed the reaction was finished. The reaction was quenched by water. The mixture was extracted with EA (20 mL×3), washed with water, and concentrated to give 5-(3-nitro-5-(trifluoromethyl)phenyl)-2H-tetrazole (220 mg, 0.743 mmol, 40.1% yield): 1H NMR (400 MHz, DMSO-d6) δ 9.03 (s, 1H), 8.73 (s, 1H), 8.66 (s, 1H), 7.92 (s, 1H). ES-LCMS m/z 260 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382238B2
Source datasetuspto-grants-2016_07
ORD IDord-1cb74f234e534b418754235ac22cd903
Source noteuspto-grants-2016_07