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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746625Generated: November 2, 2026

Water → HCID 66978380, compound

https://huagongshe.com/reaction/1746625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 86664076HCID 86664076—
Reactant1-phenyltetrazole-5-thiolHCID 178527986—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
ProductHCID 66978380HCID 6697838075%

Reaction Steps

Compound 3 (3.87 g) was dissolved in toluene (50 mL) and a 2N aqueous solution of sodium hydroxide (50 mL), and tetrabutylammonium bromide (700 mg) and tosyl chloride chloride (4.10 g) were added thereto under ice cooling, followed by stirring for 30 min. To the reaction solution 1-phenyl-1H-tetrazole-5-thiol (4.60 g) was added, followed by stirring at 60° C. overnight. The reaction solution was poured into water and extracted with tert-butyl methyl ether. The organic layer was washed with saturated brine; dried with sodium sulfate; and concentrated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→7:3) to obtain the title compound (5.43 g) having the following physical properties:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150528B2
Source datasetuspto-grants-2015_10
ORD IDord-28e5202bf83144708b510bcaf3e991e9
Source noteuspto-grants-2015_10