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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718654Generated: October 29, 2026

Sodium Azide → 1-(4-Bromophenyl)-1,2-dihydro-5H-tetrazol-5-one

https://huagongshe.com/reaction/718654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4-Bromophenyl isocyanateHCID 75609—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Bromophenyl)-1,2-dihydro-5H-tetrazol-5-oneHCID 136243906—

Reaction Steps

To a solution of 1-bromo-4-isocyanatobenzene (5.0 g, 25 mmol) and sodium azide (5.0 g, 77 mmol) in THF (30 mL) was added a solution of AlCl3 (4.0 g, 30 mmol) in THF (18 mL) dropwise. The reaction mixture was heated to reflux overnight. The organic solvent was removed under reduced pressure, then water (50 mL) was added. The solids formed were collected by filtration to obtain compound 53a as a white solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C7H5BrN4O: 241.0 (M+H). Found 241.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-7df18866f5e34c23955575366b59a661
Source noteuspto-grants-2015_11