Hydrazine → 4-Azafluorene

HRID 1681786Notes

Reaction equation

HRID 1681786 reaction equation
[CH:1]1[C:13]2[C:12](=O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[N:4]=[CH:3][CH:2]=1.NN>C(O)COCCO>[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[N:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 774895H-Indeno(1,2-b)pyridin-5-one

Product 1

HCID 92054-Azafluorene

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

Following the procedure described in Example 608, Part C, 3.45 g (19 mmole), of 4-azafluoren-9-one, 6.8 g (0.213 mole) of hydrazine in 50 ml of diethyleneglycol were combined and heated to 205° over a 30-minute period. TLC showed no remaining starting material. Identical workup yielded 2.33 g of pure 4-azafluorene, RF-0.46 (hexane ethylacetatetriethylamine, 29.75:69.46:0.79).

Workup

  1. temperatureheated to 205° over a 30-minute period

Sources & evidence

ORD record
ord-efa17bd92a3544b9b9127bdaa45302eb
Source dataset
uspto-grants-1992_12
Patent number
US05173489

Reaction notes

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