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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713045Generated: October 26, 2026

Triethylamine hydrochloride → 2-(4-Nitro-phenyl)-5-[3-(2H-tetrazol-5-yl)-propyl]-4-thioxo-4,5-dihydro-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-6-one

https://huagongshe.com/reaction/1713045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
Reactant4-[2-(4-Nitro-phenyl)-6-oxo-4-thioxo-6H-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-butyronitrileHCID 11653778—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-(4-Nitro-phenyl)-5-[3-(2H-tetrazol-5-yl)-propyl]-4-thioxo-4,5-dihydro-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-6-oneHCID 11531911—

Reaction Steps

Sodium azide (76 mg, 1.17 mmol) and triethylamine hydrochloride (161 mg, 1.17 mmol) are added to a solution of Compound 35 (462.5 mg, 1.25 mmol) dissolved in DME (15 ml) and the suspension is refluxed for 48 hours. The mixture is then cooled to room temperature and the solvent is removed under reduced pressure. Water (30 ml) and ethyl acetate (30 ml) are added thereto and the aqueous phase is extracted three more times with ethyl acetate. The combined organic extracts are dried over Na2SO4 and the solvent is evaporated under reduced pressure. The crude product is recrystallized from ethanol to give Compound 36.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795255B2
Source datasetuspto-grants-2010_09
ORD IDord-98273622fff54d2884ef0b310bf74c98
Source noteuspto-grants-2010_09