Chloroacetonitrile → HCID 20364091, compound
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]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- temperaturethe mixture was refluxed for 1 hour
- temperaturethe mixture was refluxed for a further 6 hours
- filtrationThe solution was filtered
- customthe solvent removed in vacuo
- dissolutionThe resultant mixture was dissolved in petroleum ether (50 ml; b.p. 40°-60° C)
- filtrationthe solution filtered
- customto remove unreacted 1,2,4-triazole
- customRemoval of the solvent in vacuo
- customgave a residue which
- distillationon distillation
Sources & evidence
- ORD record
- ord-cc05a6a5247d4c12bd604b28eaed1263
- Source dataset
- uspto-grants-1978_03
- Patent number
- US04079143
Reaction notes
Loading…