Sodium Azide → 1-(4-methoxyphenyl)-1H-tetrazole-5-thiol

HRID 1422028Notes

Reaction equation

HRID 1422028 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1.[N-:12]=[N+:13]=[N-:14].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:10](=[S:11])[N:12]=[N:13][NH:14]2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 752934-Methoxyphenyl isothiocyanate

Product 1

HCID 6957661-(4-methoxyphenyl)-1H-tetrazole-5-thiolYield 59.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Methoxyphenylisothiocyanate (2 g) and 1 g of sodium azide in 50 mL of ethanol is refluxed for 5 hours, cooled and concentrated as described (Canadian Journal of Chemistry 1959, p 101). The precipitate is collected by vacuum filtration and dried to give 1.5 g of 1-(4-methoxyphenyl)tetrazol-5-thione as an off-white solid.

Workup

  1. temperaturecooled
  2. concentrationconcentrated
  3. filtrationThe precipitate is collected by vacuum filtration
  4. customdried

Sources & evidence

ORD record
ord-ca8e0e7094e142ba980b0601567715c1
Source dataset
uspto-grants-2000_06
Patent number
US06080772

Reaction notes

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