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

HRID 1648151Notes

Reaction equation

HRID 1648151 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 moles) 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-cd2413b384934e55a04da59bd5e59416
Source dataset
uspto-grants-1995_07
Patent number
US05434264

Reaction notes

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