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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 127937Generated: October 26, 2026

Acetic Acid → 1-Methyl-4-piperidyl (5-p-chlorophenyl-1-phenylpyrazol-4-yl)-acetate

https://huagongshe.com/reaction/127937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPhenylhydrazineHCID 7516—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant1-Methyl-4-piperidyl 3-p-chloro-benzoylpropionateHCID 23470845—
SolventBenzene--water (1/1)HCID 22272175—
Product1-Methyl-4-piperidyl (5-p-chlorophenyl-1-phenylpyrazol-4-yl)-acetateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04258047
Source datasetuspto-grants-1981_03
ORD IDord-4c6e8df6b6a3433093f1a5db930cc267
Source noteuspto-grants-1981_03