Chloroacetonitrile → HCID 20364091, compound

HRID 1679172Notes

Reaction equation

HRID 1679172 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[CH3:6][O-:7].[Na+].Cl[CH2:10][C:11]#[N:12]>CO>[CH3:6][O:7][C:11](=[NH:12])[CH2:10][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Conditions

Temperature
25 °C

Procedure

1,2,4-Triazole (3.45 g) was added to a sodium methoxide in methanol [prepared from sodium (1.15 g) and methanol (40 ml)], and the mixture was refluxed for 1 hour, and cooled to 25° C; chloroacetonitrile (3.78 g) was then added and the mixture was refluxed for a further 6 hours. The solution was filtered and the solvent removed in vacuo. The resultant mixture was dissolved in petroleum ether (50 ml; b.p. 40°-60° C) and the solution filtered to remove unreacted 1,2,4-triazole. Removal of the solvent in vacuo gave a residue which on distillation gave the title compound.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperaturethe mixture was refluxed for a further 6 hours
  3. filtrationThe solution was filtered
  4. customthe solvent removed in vacuo
  5. dissolutionThe resultant mixture was dissolved in petroleum ether (50 ml; b.p. 40°-60° C)
  6. filtrationthe solution filtered
  7. customto remove unreacted 1,2,4-triazole
  8. customRemoval of the solvent in vacuo
  9. customgave a residue which
  10. distillationon distillation

Sources & evidence

ORD record
ord-cc05a6a5247d4c12bd604b28eaed1263
Source dataset
uspto-grants-1978_03
Patent number
US04079143

Reaction notes

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