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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072264Generated: October 26, 2026

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

https://huagongshe.com/reaction/1072264

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(RS)-N,N-dimethyl-{2-[4-(alpha-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamideHCID 10180126—
Reactant(RS)-N,N-diallyl-{2-[4-(alpha-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamideHCID 22391918—
Solvent1,4-DioxaneHCID 31275—
ProductCetirizine HydrochlorideHCID 5518269.3%

Reaction Steps

The procedure described in Example 14 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, 110.0 g (0.2 moles) of (RS)-N,N-diallyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide are used, 100 ml of dioxane are employed as cosolvent, and, during the alkaline hydrolysis, the reaction mixture is boiled for 10 hours Thus, 64.0 g (69.3%) 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-692f13327f0b4d70ac6f45c00e3d9587
Source noteuspto-grants-2005_06