3-Cyanopyridine → 5-(3-Pyridyl)tetrazole
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]#[N:8])[CH:2]=1.[N-:9]=[N+:10]=[N-:11].[Na+].[Cl-].[NH4+].Cl>CN(C=O)C.O>[N:8]1[NH:9][N:10]=[N:11][C:7]=1[C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
30 g (288 mmol) of 3-pyridinecarbonitrile, 28.1 g (432 mmol) of sodium azide (NaN3), and 23.1 g (432 mmol) of ammonium chloride were dissolved in 200 mL of DMF. The solution was reacted at 100° C. for 24 hours. Then, water was added to the obtained reactant. The resulting product was neutralized with hydrochloric acid and then filtered, obtaining 19.6 g (Y=46%) of a white solid.
Workup
- customThe solution was reacted at 100° C. for 24 hours
- filtrationfiltered
- customobtaining 19.6 g (Y=46%) of a white solid
Sources & evidence
- ORD record
- ord-3fd26abfc6144c1bb056282592639c8b
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772632B2
Reaction notes
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