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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268107Generated: November 1, 2026

Phosgene → 5-(9H-fluoren-9-ylmethoxy)-3H-1,3,4-oxadiazol-2-one

https://huagongshe.com/reaction/2268107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
Reactant9-Fluorenylmethyl carbazateHCID 161883—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
Product5-(9H-fluoren-9-ylmethoxy)-3H-1,3,4-oxadiazol-2-oneHCID 10755176—

Reaction Steps

Two equivalents of phosgene (1.89 M in toluene; 4.2 ml) are added to a solution of 995 mg of 9H-fluoren-9-yl-methyl hydrazinecarboxylate in 40 ml of dichloromethane and 40 ml of saturated aqueous NaHCO3 solution. The mixture is stirred for 15 minutes and then worked up as usual, giving 5-(9H-fluoren-9-ylmethoxy)-3H-[1,3,4]oxadiazol-2-one (“A”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326403B1
Source datasetuspto-grants-2001_12
ORD IDord-3b3719b6b2cb4825a204e06f2231c490
Source noteuspto-grants-2001_12