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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61794Generated: October 26, 2026

2-Hydrazinopyridine → 8-Methoxy-10,10-dimethyl-10,11-dihydro-5H-1,11-diaza-benzo[B]fluorene

https://huagongshe.com/reaction/61794

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-HydrazinopyridineHCID 78645—
Reactant7-Methoxy-1,1-dimethyl-3,4-dihydronaphthalen-2(1H)-oneHCID 13011007—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product8-Methoxy-10,10-dimethyl-10,11-dihydro-5H-1,11-diaza-benzo[B]fluoreneHCID 66833905—

Reaction Conditions

Temperature190 °C

Reaction Steps

2-Hydrazinopyridine (1.3 g, 11.8 mmol) and 7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (Compound A2, 2.4 g, 11.8 mmol) were dissolved in NMP (60 mL), and stirred at 190° C. for 48 hr. The reaction solution was diluted with ethyl acetate, washed with water and dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the target compound (white solid, 101 mg, 3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-d2cfd862385d4e1bbadc5347e9025ed2
Source noteuspto-grants-2016_09