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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229807Generated: October 26, 2026

Sodium Carbonate → 1-(2-ethoxyethyl)-2-[hexahydro-4-(4-chlorobenzhydryl)-1H-1,4-diazepin-1-yl]-1H-benzimidazole

https://huagongshe.com/reaction/2229807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorobenzhydryl chlorideHCID 241584—
ReactantEmedastine EP Impurity EHCID 9984168—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product1-(2-ethoxyethyl)-2-[hexahydro-4-(4-chlorobenzhydryl)-1H-1,4-diazepin-1-yl]-1H-benzimidazoleHCID 9870136—

Reaction Steps

A solution of compound 15 (2 mmols) and 21 (2 mmols) in methylene chloride (10 mL) and Et3N (0.3 mL) is stirred under an inert atmosphere. The solution is warmed and the course of the reaction is followed by TLC. When the reaction is complete, dil. aq. Na2CO3 is added to the solution, shaken, and the layers are separated. The aqueous layer is extracted with additional CH2Cl2, the combined organic extracts are washed with half-saturated brine, dried (Na2SO4), filtered and concentrated under reduced pressure giving the crude product. The desired compound 1-(2-ethoxyethyl)-2-[hexahydro-4-(4-chlorobenzhydryl)-1H-1,4-diazepin-1-yl]-1H-benzimidazole 25 is obtained by purification of the crude product with the use of HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420560B1
Source datasetuspto-grants-2002_07
ORD IDord-48433f2970a44511ab3e57213c42b647
Source noteuspto-grants-2002_07