HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-Methyl-4-piperidyl (5-p-chlorophenyl-1-phenylpyrazol-4-yl)-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Phenylhydrazine | HCID 7516 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | 1-Methyl-4-piperidyl 3-p-chloro-benzoylpropionate | HCID 23470845 | — |
| Solvent | Benzene--water (1/1) | HCID 22272175 | — |
| Product | 1-Methyl-4-piperidyl (5-p-chlorophenyl-1-phenylpyrazol-4-yl)-acetate | HCID 23470851 | — |
Reaction Steps
35.1 g of 1-methyl-4-piperidyl 3-p-chlorobenzoyl-4-dimethylamino-3-butenoate [obtainable by esterification of 3-p-chlorobenzoyl-propionic acid with 1-methyl-piperidin-4-ol to produce 1-methyl-4-piperidyl 3-p-chloro-benzoylpropionate and subsequent reaction of the latter with dimethylformamide dimethyl acetal in the presence of acetic acid at 120°] and 12 g of phenylhydrazine are warmed for 4 hours at 100°. The reaction mixture is subjected to the customary working up (benzene/water) and 1-methyl-4-piperidyl 5-p-chlorophenyl-1-phenyl-pyrazol-4-yl-acetate is obtained; m.p. 90°-93°. Hydrochloride, m.p. 234°-235°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04258047 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-4c6e8df6b6a3433093f1a5db930cc267 |
| Source note | uspto-grants-1981_03 |