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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072262Generated: October 26, 2026

(RS)-N,N-dimethyl-{2-[4-(alpha-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide dihydrochloride → Cetirizine Hydrochloride

https://huagongshe.com/reaction/1072262

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(RS)-N,N-dimethyl-{2-[4-(alpha-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide dihydrochlorideHCID 22391908—
Reactant(RS)-N,N-dimethyl-{2-[4-(alpha-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide fumarateHCID 22391911—
ProductCetirizine HydrochlorideHCID 5518277.8%

Reaction Steps

The procedure described in Example 13 is followed with the difference that, instead of the (RS)-N,N-dimethyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide dihydrochloride, 106.4 g (0.2 moles) of (RS)-N,N-dimethyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide fumarate is used, and, after adjusting the pH of the reaction mixture to 3.8, the precipitated fumaric acid is filtered to facilitate the extraction with dichloromethane. Thus, 71.8 g (77.8%) of the title compound are obtained, m.p.: 225-228° C. The purity of the product corresponds to the quality requirements given in Eur. Pharm., 3, 1997, 1084.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908999B2
Source datasetuspto-grants-2005_06
ORD IDord-39b56c52380e47fe8dc73857565a99ab
Source noteuspto-grants-2005_06