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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722214Generated: October 25, 2026

Phosgene → 5-(3-Methoxy-4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one

https://huagongshe.com/reaction/722214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
Reactant3-Methoxy-4-nitrobenzohydrazideHCID 21883875—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
Product5-(3-Methoxy-4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-oneHCID 21883906—

Reaction Steps

1.2 equivalents of a 20% phosgene solution in toluene were added dropwise to the solution of 850 mg of 3-methoxy-4-nitrobenzoic hydrazide (m.p.: 158.2° C., prepared from methyl 3-methoxy-4-nitrobenzoate and hydrazine hydrate in isopropanol at 80° C.) in 25 ml of dioxane and the mixture was stirred at room temperature for 1 hour. After concentrating, the residue was recrystallized from isopropanol, filtered off with suction and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138414B2
Source datasetuspto-grants-2006_11
ORD IDord-2e7b460d44084e60b3df7a9aca359ce1
Source noteuspto-grants-2006_11