Hydrazine → HCID 178478026, compound
Reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH2:10][NH2:11].[N:12]([O-])=O.[Na+]>CO>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]1[NH:5][N:12]=[N:11][N:10]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
First, 71.2 mmol of 2-chlorobenzonitrile was dissolved in 50 ml of methanol, and 356 mmol of hydrazine and 35.6 mmol of 28% methylate were added thereto, followed by keeping at the reflux temperature for 5 hours. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in 50 ml of 50% hydrochloric acid, and 74.8 mmol of sodium nitrite was added thereto at 0C to cause reaction. The reaction mixture was extracted with ethyl acetate to give 5-(2-chlorophenyl)tetrazole. Yield, 70%.
Workup
- concentrationThe reaction mixture was concentrated under reduced pressure
- dissolutionThe residue was dissolved in 50 ml of 50% hydrochloric acid
- customreaction
- extractionThe reaction mixture was extracted with ethyl acetate
Sources & evidence
- ORD record
- ord-3e7640eb580a4bbcbbf9d26670c14b66
- Source dataset
- uspto-grants-2001_02
- Patent number
- US06191289B1
Reaction notes
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