Hydrazine → HCID 178478026, compound

HRID 363743Notes

Reaction equation

HRID 363743 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]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 133912-ChlorobenzonitrileHCID 23668193Sodium Nitrite

Product 1

HCID 178478026HCID 178478026, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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 0° C. to cause reaction. The reaction mixture was extracted with ethyl acetate to give 5-(2-chlorophenyl)tetrazole. Yield, 70%.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in 50 ml of 50% hydrochloric acid
  3. customat 0° C.
  4. customreaction
  5. extractionThe reaction mixture was extracted with ethyl acetate

Sources & evidence

ORD record
ord-2729a8ebc3b44161a71b83f42b3514a2
Source dataset
uspto-grants-1999_02
Patent number
US05874593

Reaction notes

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