Hydrazine hydrate (1:1) → HCID 12803379, compound

HRID 1758342Notes

Reaction equation

HRID 1758342 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][N:11]2C(=O)C3=CC=CC=C3C2=O)=[N:5][N:4]=[N:3]1.O.NN>C(O)C>[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][NH2:11])=[N:5][N:4]=[N:3]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12803378HCID 12803378, compound

Product 1

HCID 12803379HCID 12803379, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Methyl-5-[3-(phthalimido)propylthio]-1,2,3,4-tetrazole (3.5 g) is dissolved in ethanol (50 ml). To the mixture is added hydrazine hydrate (85%, 2 g) and the mixture is refluxed for 1 hour. After cooling, the precipitate is filtered off and ethanol is distilled off. The residue is dissolved in ethyl acetate and dried over magnesium sulfate. Ethyl acetate is distilled off, and then the residue is purified by column chromatography (Alminium oxide 60, made by Merk & Co.), followed by eluting with chloroform to give 1-Methyl-5-(3-aminopropylthio)-1,2,3,4-tetrazole (1 g), colorless liquid, nD21.5 =1.5384.

Workup

  1. temperaturethe mixture is refluxed for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe precipitate is filtered off
  4. distillationethanol is distilled off
  5. dissolutionThe residue is dissolved in ethyl acetate
  6. dry with materialdried over magnesium sulfate
  7. distillationEthyl acetate is distilled off
  8. customthe residue is purified by column chromatography (Alminium oxide 60, made by Merk & Co.)
  9. washby eluting with chloroform

Sources & evidence

ORD record
ord-fc2b1572839d4f1e81697edb8da4041d
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

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