HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52236Generated: October 26, 2026
1,2-Dichlorobenzene → 3-(2-chlorophenyl)-1-methyl-5-[4-methyl-3-(5-trifluoromethylpyridine-2-yloxy)phenyl]-1H-1,2,4-triazole
https://huagongshe.com/reaction/52236
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichlorobenzene | HCID 7239 | — |
| Reactant | 4-Methyl-3-(5-trifluoromethylpyridine-2-yloxy)benzonitrile | HCID 21463645 | — |
| Reactant | N-methyl-N-(p-toluenesulfonyl)-2-chloro-benzohydrazonoyl chloride | HCID 53748702 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 3-(2-chlorophenyl)-1-methyl-5-[4-methyl-3-(5-trifluoromethylpyridine-2-yloxy)phenyl]-1H-1,2,4-triazole | HCID 21463643 | 36.5% |
Reaction Steps
A mixture of N-methyl-N-(p-toluenesulfonyl)-2-chloro-benzohydrazonoyl chloride (1.1 g), 4-methyl-3-(5-trifluoromethylpyridine-2-yloxy)benzonitrile (1.00 g), anhydrous iron (III) chloride (0.60 g) and o-dichlorobenzene (5 ml) is stirred at an oil bath temperature of 140° C. for 30 minutes. After cooling, it is dissolved in chloroform (100 ml) and washed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline. Then, it is dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography using mixed solvent of hexane-ethyl acetate as eluent to give 0.50 g of desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05616594 |
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| Source dataset | uspto-grants-1997_04 |
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| ORD ID | ord-63c27b2dcf364dcc92fa0883e791af16 |
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| Source note | uspto-grants-1997_04 |
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