HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971085Generated: October 27, 2026
Vinyl Chloride → 4-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole
https://huagongshe.com/reaction/971085
Participants
| Role | Name | HCID | Charge |
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| Reactant | Vinyl Chloride | HCID 6338 | — |
| Reactant | alpha-Cyclohexylcyclohexanemethanamine | HCID 10774245 | — |
| Reactant | 4-Bromo-1,5-Dimethyl-3-(Trifluoromethyl)-1H-Pyrazole | HCID 11859045 | — |
| Catalyst | Hydroquinone | HCID 785 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Di-tert-butylphenylphosphine | HCID 316378 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole | HCID 85151240 | 83% |
Reaction Steps
2.0 g of 4-bromo-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole together with 18.5 mg of palladium acetate, 73.2 mg of di(tert-butyl)phenylphosphine, 60.3 mg of tetrabutylammonium bromide, 10 mg of hydroquinone, 1.8 g of dicyclohexylmethylamine and 23 ml of dimethylacetamide are placed in a stainless steel autoclave. 2.6 g of vinyl chloride are condensed into this autoclave at low temperature and the autoclave is subsequently closed. It is subsequently heated at 140° C. for 20 hours. It is then cooled and depressurized and the reaction mixture is dewatered and worked up by extraction. 1.53 g (83% of theory) of 4-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole are isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07312350B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-699bf78e54b74941b395188457daa115 |
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| Source note | uspto-grants-2007_12 |
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