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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093030Generated: October 26, 2026

Sodium Chloride → 4-Azafluorene

https://huagongshe.com/reaction/1093030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5H-Indeno(1,2-b)pyridin-5-oneHCID 77489—
SolventDiethylene GlycolHCID 8117—
Product4-AzafluoreneHCID 920599%

Reaction Conditions

Temperature168 °C

Reaction Steps

Subsequently, in a stream of argon, 500 mL of diethylene glycol was added to 16.8 g (92.6 mmol) of 4-azafluorene-9-one and 25 mL (370 mmol) of hydrazine monohydrate, and was heated and stirred at 168° C. for 3 hours. After the reaction liquid was cooled to room temperature, an aqueous solution of sodium chloride was added to the reaction liquid, and then, was extracted with ethyl acetate. The organic phase was washed with water, dried over sodium sulfate and concentrated, to thereby obtain 15.3 g of 4-azafluorene (99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129899B1
Source datasetuspto-grants-2012_03
ORD IDord-e5ea128c0996488d818612d85c2ddd28
Source noteuspto-grants-2012_03