Hydrazine hydrate (1:1) → 4-Azafluorene
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:7](=O)[C:8]3[C:13]([C:2]=12)=[CH:12][CH:11]=[CH:10][CH:9]=3.O.NN>C(O)COCCO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[C:13]([C:2]=12)=[CH:12][CH:11]=[CH:10][CH:9]=3Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 170 °C
Procedure
A mixture of 18.1 g (100 mmol) of 5H-indeno[1,2-b]pyridin-5-one, 27 ml (400 mmol) of hydrazine monohydrate, and 500 ml diethylene glycol was degassed and placed under nitrogen, and then heated at 170° C. for 12 h. After the reaction finish, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed to give product 13.5 g (81%).
Workup
- customwas degassed
- temperatureto cool to room temperature
- extractionThe organic layer was extracted with ethyl acetate and water
- dry with materialdried with anhydrous magnesium sulfate
- customthe solvent was removed
Sources & evidence
- ORD record
- ord-9485400a145141718cd19b05d8275b9d
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09040174B2
Reaction notes
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