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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640031Generated: November 4, 2026

Sodium Chloride → 4-Azafluorene

https://huagongshe.com/reaction/1640031

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 numberUS08110685B2
Source datasetuspto-grants-2012_02
ORD IDord-42a336e540ca4a4ebbdd45f33defd10d
Source noteuspto-grants-2012_02