Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 21188104 | HCID 21188104 | — |
| Catalyst | Silver Nitrate | HCID 24470 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 21188072 | HCID 21188072 | — |
Reaction Steps
To a stirred solution of 5-chloro-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)4-ethynylpyrazole (0.499 g) in acetone (5 ml) was added N-bromosuccinimide (0.244 g) followed by silver nitrate (0.023 g). Stirring was continued for one hour then the reaction mixture was evaporated to dryness. The residue was partitioned between ether and water. The aqueous layer was separated and extracted with ether. The combined organic layers were washed with brine, dried (Na2SO4) and evaporated. The residue was purified by column chromatography on silica gel eluted with dichloromethane: hexane (1:1). Combination and evaporation of suitable fractions followed by recrystallisation from hexane provided the title compound as a white solid m.p. 152.9-153.4° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06255333B1 |
|---|
| Source dataset | uspto-grants-2001_07 |
|---|
| ORD ID | ord-4f3853f33742480ea88dda538686ecd1 |
|---|
| Source note | uspto-grants-2001_07 |
|---|