HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(3-Cyano-4-n-hexyloxyphenyl)-1-(4-fluorophenyl)-3-methylpyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 5-Amino-2-hexyloxybenzonitrile | HCID 22227906 | — |
| Reactant | 1-(4-fluorophenyl)-3-methyl-1H-pyrazole-4-carboxylic acid | HCID 22228057 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-Cyano-4-n-hexyloxyphenyl)-1-(4-fluorophenyl)-3-methylpyrazole-4-carboxamide | HCID 9866817 | 26.2% |
Reaction Steps
1-(4-Fluorophenyl)-3-methylpyrazole-4-carboxylic acid (1.0 g), 5-amino-2-n-hexyloxybenzonitrile (1.0 g), triethylamine (1.4 g) and diethyl cyanophosphate (1.2 g) were added to dimethylformamide (20 ml) and the mixture was stirred at room temperature for 1 h. The reaction mixture was added into water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. n-Hexane was added to the residue to allow crystallization. The crystals were recrystallized from ethyl acetate to give the title compound (0.5 g), melting point: 160–161° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07015218B1 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-4c56a9a901b34c948ff9f96adafd0d58 |
| Source note | uspto-grants-2006_03 |