HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066199Generated: November 1, 2026
Diglyme → 1-[2,6-Dichloro4-(4-trifluoromethylphenyl)phenyl]-3-cyano-4-trifluoromethylthio-5-aminopyrazole
https://huagongshe.com/reaction/1066199
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diglyme | HCID 8150 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Reactant | HCID 86756989 | HCID 86756989 | — |
| Catalyst | Tris(dibenzylideneacetone) dipalladium | HCID 9832798 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[2,6-Dichloro4-(4-trifluoromethylphenyl)phenyl]-3-cyano-4-trifluoromethylthio-5-aminopyrazole | HCID 15430817 | 66.4% |
Reaction Steps
A mixture of 6 g of 5-amiino-3-cyano-1-(2,6-dichloro-4-bromophenyl)-4-trifluoromethylthiopyrazole (prepared according to procedures reported in U.S. Pat. No. 5,232,940), 4-trifluoromethylphenylboronic acid (5.3 g), K2CO3 (5.8 g), tris-(dibenzylidene acetone) dipalladium (0.6 g) and diglyme was heated at 130° C. for 25 hours. After cooling to 20° C., the mixture was poured into water and extracted with diethyl ether. The ether solutions were combined, dried, filtered and the filtrate concentrated and purified by chromatography. The desired product as a solid (3.9 g, mp 181-184° C.) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06242475B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-ec6b699d5a9f4790b71052e7506a4beb |
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| Source note | uspto-grants-2001_06 |
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