Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Trifezolac | HCID 3084566 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 53905449 | HCID 53905449 | 91% |
Reaction Steps
3.54 grams 1,3,5-triphenyl-pyrazol-4-acetic acid, 1.68 gram phosphorus oxychloride and 30 milliliters benzene were mixed and the mixture heated to the boiling temperature under reflux for 2 hours. The reaction mixture, containing in benzene solution the correspondingly substituted acetyl chloride was then added dropwise at 0° C. to 30 milliliters 25% aqueous ammonia solution. The mixture was permitted to stand over night at room temperature. Thereafter, 30 milliliteres water and enough ethylacetate were added to cause dissolution of the crystalline mass formed in the reaction mixture. The organic phase was separated, dried with magnesium sulfate, evaporated and the residue was recrystallized from a mixture of ethanol and water. 3.2 grams 1,3,5-triphenyl-pyrazol-4-acetamide, melting at 207°-207.5° C., were obtained, representing a yield of 91%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04146721 |
|---|
| Source dataset | uspto-grants-1979_03 |
|---|
| ORD ID | ord-c4a2a6a6ad30403490c7999334599f15 |
|---|
| Source note | uspto-grants-1979_03 |
|---|