Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 5-Cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole | HCID 18947690 | — |
| Solvent | 1,1,2,2-Tetrachloroethane | HCID 6591 | — |
| Product | HCID 178510661 | HCID 178510661 | 169.2% |
Reaction Steps
A mixture of 5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole (1.0 g, 0.0033 mol) and bromine (1.9 g, 0.64 ml, 0.13 mol) in 1,1,2,2-tetrachloroethane (20 ml) was stirred and heated at 90° C. for 7 hours. Ethyl acetate (50 ml) was added and the solution was washed with water (50 ml), aqueous sodium metabisulphite solution (50 ml). water (50 ml), dried over anhydrous sodium sulphate and evaporated to dryness. The solid residue was purified by chromatography on silica gel elucing with a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.)(3:10) to give 4-bromo-5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole (2.15 g) as a white solid m.p. 270.5°-272° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05380865 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-f870be53a61e4e6b9d8d27c3157d416c |
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| Source note | uspto-grants-1995_01 |
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