HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-methylhydroxylamine hydrochloride | HCID 77906 | — |
| Reactant | 5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-methylsulfinylpyrazole | HCID 10861895 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime | HCID 136352416 | 33.4% |
Reaction Steps
A mixture of 5-amino-3-cyano 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole (1 g), methylhydroxylamine hydrochloride (0.26 g) and triethylamine (0.4 g) was stirred in methanol at ambient temperature for 2 hours, evaporated, washed (water) extracted with ethyl acetate to give 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime (0.35 g) as a white solid m.p. about 190° C. Compound 2 was prepared in a similar manner from fipronil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06432997B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-9cdacdc667e64d24af8f9c82d3f17072 |
| Source note | uspto-grants-2002_08 |