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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372357Generated: October 25, 2026

4'-Methoxyacetophenone → 4-(4-Methoxyphenyl)-1,2,3-thiadiazole

https://huagongshe.com/reaction/2372357

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4'-MethoxyacetophenoneHCID 7476—
ReactantHydrazinecarboxylic acid, ethyl esterHCID 20064—
ReactantThionyl ChlorideHCID 24386—
Product4-(4-Methoxyphenyl)-1,2,3-thiadiazoleHCID 2739349—

Reaction Steps

The hydrazone (16.0 g, 68 mmol) derived from p-methoxyacetophenone and ethylcarbazate was added to 50 ml of SOCl2 and cooled in an ice bath. The reaction was warmed to room temperature and then heated at 60° C. for 1 hour. The reaction was cooled, and the solvent was removed under vacuum, affording a crude solid. The solid was recrystallized from ether affording 4 (9.95 g, 76%), m.p. 91°-93.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05098918
Source datasetuspto-grants-1992_03
ORD IDord-d1bc08589faa4efab65cb95e3d3881f5
Source noteuspto-grants-1992_03