Hydrochloric Acid → HCID 178526716, compound
Reaction equation
[SH:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.[H-].[Na+].Cl[C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1.Cl>CN(C)C=O>[N+:16]([C:13]1[CH:14]=[CH:15][C:10]([S:1][C:2]2[N:6]=[CH:5][NH:4][N:3]=2)=[CH:11][CH:12]=1)([O-:18])=[O:17]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
5 g of 3-mercapto-1,2,4-triazole was dissolved in 40 ml of N,N-dimethylformamide, and 2.17 g of sodium hydride (60% in mineral oil) was added at 0° C.. The solution was stirred at the same temperature for one hour, and then 7.78 g of 1-chloro-4-nitrobenzene was added. The solution was stirred at room temperature for one hour, and refluxed for 2 hours. Then, 10% hydrochloric acid was added to the reactant solution, it was extracted with ethyl acetate. The organic layer was washed with brine, dried with magnesium sulfate, and the solvent was evaporated, so that coarse crystals were obtained. The coarse crystals were recrystallized from n-hexane/ethyl acetate, so that 7.72 g of the titled compound was obtained (at a yield of 66%).
Workup
- stirringThe solution was stirred at room temperature for one hour
- temperaturerefluxed for 2 hours
- extractionwas extracted with ethyl acetate
- washThe organic layer was washed with brine
- dry with materialdried with magnesium sulfate
- customthe solvent was evaporated
- customso that coarse crystals were obtained
- customThe coarse crystals were recrystallized from n-hexane/ethyl acetate, so that 7.72 g of the titled compound
- customwas obtained (at a yield of 66%)
Sources & evidence
- ORD record
- ord-21574d7561b9413e97ccee09692767f6
- Source dataset
- uspto-grants-1996_06
- Patent number
- US05527818
Reaction notes
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