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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46721Generated: October 27, 2026

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

https://huagongshe.com/reaction/46721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
Reactant1-MethylcyclopropanecarbohydrazideHCID 10749157—
SolventEthyl AcetateHCID 8857—
Product5-(1-Methylcyclopropyl)-1,3,4-oxadiazol-2(3H)-oneHCID 12787077103.8%

Reaction Steps

A solution containing 54.0 g (0.385 mol) of 1-methylcyclopropanecarboxylic acid hydrazide (m.p. 72°-74°) and 90 g (0.9 mol) of phosgene in 1000 ml of ethyl acetate was refluxed for 2 hours. The reaction mixture was concentrated on a rotary evaporator. The residual solid crystallized from ether-hexane (1:5) to give 56.0 g (85%) of product as a white crystalline solid; m.p. 77°-78°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04174958
Source datasetuspto-grants-1979_11
ORD IDord-118fff3a23b24e8192858689a85cfc78
Source noteuspto-grants-1979_11