HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52235Generated: October 28, 2026
1,2-Dichlorobenzene → 5-[3-chloro-4-(5-trifluoromethylpyridine-2-yloxy)phenyl]-3-(2,6-difluorophenyl)-1-methyl-1H-1,2,4-triazole
https://huagongshe.com/reaction/52235
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,2-Dichlorobenzene | HCID 7239 | — |
| Reactant | 3-Chloro-4-(5-trifluoromethylpyridine-2-yloxy)benzonitrile | HCID 21463673 | — |
| Reactant | N-methyl-N-(benzenesulfonyl)-2,6-difluorobenzohydrazonoyl chloride | HCID 53707170 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-[3-chloro-4-(5-trifluoromethylpyridine-2-yloxy)phenyl]-3-(2,6-difluorophenyl)-1-methyl-1H-1,2,4-triazole | HCID 21463674 | 53.7% |
Reaction Steps
A mixture of N-methyl-N-(benzenesulfonyl)-2,6-difluorobenzohydrazonoyl chloride (1.72 g), 3-chloro-4-(5-trifluoromethylpyridine-2-yloxy)benzonitrile (1.50 g), anhydrous iron (III) chloride (0.85 g) and o-dichlorobenzene (10 ml) is stirred at an oil bath temperature of 140° C. for 30 minutes. After cooling, it is dissolved in chloroform (200 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 hexaneethyl acetate as eluent and washed with hexane to give 1.25 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-c767ede186ba4f4fb588a224557f7e00 |
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| Source note | uspto-grants-1997_04 |
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