Hydrazine → 9H-Cyclopenta[1,2-b:4,3-b']dipyridine

HRID 1681781Notes

Reaction equation

HRID 1681781 reaction equation
[N:1]1[C:13]2[C:12](=O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][N:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.NN>C(O)COCCO>[N:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][N:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 7259619H-Cyclopenta[1,2-b:4,3-b']dipyridin-9-one

Product 1

HCID 124336769H-Cyclopenta[1,2-b:4,3-b']dipyridine

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

A quantity of 3.62 g (20 mmoles) of 1,8-diazafluoren-9-one and 3.2 g (0.1 mole) of hydrazine was heated in 30 ml of diethyleneglycol at 100° for 1 hour, then heated rapidly to 200° and kept there for one hour (or until TLC showed the complete disappearance of starting material). Yield 2.6 g.

Workup

  1. temperatureheated rapidly to 200°

Sources & evidence

ORD record
ord-4a218d3c27724f0a85db39660e1b689a
Source dataset
uspto-grants-1992_12
Patent number
US05173489

Reaction notes

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