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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730556Generated: October 28, 2026

Phosgene → 4-(1-benzyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/730556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantSodium CarbonateHCID 10340—
Reactant4-(2-Amino-3-benzylamino-phenyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 57834983—
SolventDichloromethaneHCID 6344—
Product4-(1-benzyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yl)-piperazine-1-carboxylic acid tert-butyl esterHCID 57834993—

Reaction Steps

To a solution of 4-(2-amino-3-benzylamino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.176 g, 0.459 mmol) in 1 mL dichloromethane was added 1 mL of 2M aqueous sodium carbonate. Phosgene (0.261 mL of a 1.93 M solution in toleuene, 0.504 mmol) was added dropwise to the stirring solution over five minutes. Stirring was continued for two hours as a fine white precipitate was formed. The solid was filtered and dried under a stream of nitrogen to give 0.112 g of 4-(1-benzyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester as a fine white powder. MS: 409 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582760B2
Source datasetuspto-grants-2009_09
ORD IDord-17b2729ed8284301afbd9f41bc549ea1
Source noteuspto-grants-2009_09