Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | (Ethylsulfonyl)ethene | HCID 74680 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | 5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-methylsulfinylpyrazole | HCID 10861895 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18005445 | HCID 18005445 | 31.1% |
Reaction Steps
A solution of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-methylsulfinylpyrazole (10 g) in dry DMF was added during 10 minutes to potassium hydride (0.7 g of a 35% suspension in oil) in dry DMF at 4° C. and stirred for 20 min. Vinyl ethyl sulfone (3.13 g) in dry DMF was added. over 5 hr at 4° C. and the mixture stirred overnight whilst warming to 20° C. under a nitrogen atmosphere. The mixture was recooled, ammonium chloride solution added and the organic layer washed (water), dried (sodium sulfate) and evaporated. The residue was crystallized (ethyl acetate/hexane) to give 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-(2-ethylsulfonylethylamino)-4-methylsulfinylpyrazole (4.08 g), m.p. 131-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06403628B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-4cd7012e92d849a79737d643ab5b80a1 |
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| Source note | uspto-grants-2002_06 |
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