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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 616944Generated: October 30, 2026

Propargyl alcohol → Pirquinozol

https://huagongshe.com/reaction/616944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl alcoholHCID 7859—
Reactant(3Z)-3-diazo-1H-indol-2-oneHCID 136455454—
SolventDiethyl EtherHCID 3283—
ProductPirquinozolHCID 13544934055.3%

Reaction Steps

2.0 g (0.0126 mole) of 3-diazooxindole is dissolved in 22 ml of propargyl alcohol (0.378 mole) and refluxed under nitrogen for 3 hours. The reaction mixture is cooled to room temperature and diluted with 10 volumes of ethyl ether. The solid is filtered, washed with ethyl ether and dried to give 2.0 of product (75% direct yield). Recrystallization from methanol gives 1.5 g of title compound, m.p. 286°-288° (sl. dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04076818
Source datasetuspto-grants-1978_02
ORD IDord-897bc27b97114e3b8275c541eba0b850
Source noteuspto-grants-1978_02