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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619961Generated: November 2, 2026

Hydrazinecarboxylic acid, ethyl ester → 6-Ethyl-5-(2-phenyl-benzoxazol-6-yl)-3,6-dihydro-[1.3.4]oxadiazin-2-one

https://huagongshe.com/reaction/1619961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazinecarboxylic acid, ethyl esterHCID 20064—
ReactantSodiumHCID 5360545—
Reactant2-Hydroxy-1-(2-phenyl-benzoxazol-6-yl)-butan-1-oneHCID 67462776—
CatalystHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product6-Ethyl-5-(2-phenyl-benzoxazol-6-yl)-3,6-dihydro-[1.3.4]oxadiazin-2-oneHCID 67464523—

Reaction Steps

50 mg (178 μmol) 2-hydroxy-1-(2-phenyl-benzoxazol-6-yl)-butan-1-one are refluxed together with 20.36 mg (196 μmol) ethyl hydrazinoformate, 1 drop of 0.1N hydrochloric acid and 500 μl ethanol for 10 min, then the solvent is completely removed i. V. The residue is dissolved in 2 ml dry ethanol. 40 mg (1740 μmol) sodium are dissolved in 1.2 ml dry ethanol and added dropwise to the first solution, the mixture is stirred overnight at RT, then separated by RP-HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772323B2
Source datasetuspto-grants-2014_07
ORD IDord-b52039f514be4f0c96c55fe171f7369b
Source noteuspto-grants-2014_07