Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 2-(Difluoromethoxy)aniline | HCID 934620 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178468324 | HCID 178468324 | 94.1% |
Reaction Steps
To a solution of 2-(difluoromethoxy)aniline (1000 mg, 6.25 mmol) in 15 mL of acetic acid and 2.5 mL of concentrated hydrochloride solution, sodium nitrite (518 mg, 7.50 mmol) in 4 mL of water was added dropwise at 0° C., and the mixture was stirred at 0° C. for 1 h. Then to the reaction mixture was added dropwise a solution of sodium acetate (1538 mg, 18.75 mmol) and acetylacetone (812 mg, 8.12 mmol) in 10 mL of ethanol and 6 mL of water. The mixture was stirred at room temperature overnight, filtered, washed with water, EtOH/H2O (1:1) and hexane, and dried to give 3-{[2-(difluoromethoxy)phenyl]hydrazono}pentane-2,4-dione (1590 mg, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08916566B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-1a5b23f14fbf4e4ba58f8efaaffeee67 |
|---|
| Source note | uspto-grants-2014_12 |
|---|