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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2978Generated: October 26, 2026

Triphenylphosphine → 5-(3-Bromo-4-methylphenyl)-2H-tetrazole

https://huagongshe.com/reaction/2978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantSodium HydroxideHCID 14798—
ReactantAzidotrimethylsilaneHCID 78378—
ReactantDiethyl azodicarboxylateHCID 5462977—
Reactantn-(3-Cyanopropyl)-(3'-bromo-4'-methylphenyl)carboxamideHCID 19688418—
SolventTetrahydrofuranHCID 8028—
Product5-(3-Bromo-4-methylphenyl)-2H-tetrazoleHCID 178418249—

Reaction Steps

A solution of 1.0 mmol of this amide, 4.0 mmol of TMSN3, 4.0 mmol of PPh3, and 4.0 mmol of DEAD in 4 mL of THF at 0° C. was stirred 24 h and then concentrated. The residue was mixed with 5 mL of THF and 12.0 mmol of 1N NaOH. After stirring for 24 h and processing by extraction, 5-(3'-bromo-4'-methylphenyl)tetrazole was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731432
Source datasetuspto-grants-1998_03
ORD IDord-eddefb32d5b447c197ab4f1fb15647c7
Source noteuspto-grants-1998_03