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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410362Generated: November 2, 2026

4-Bromobenzyl bromide → 3-{3-[3-(4-Bromo-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-propoxy}-benzoic acid ethyl ester, hydrobromide salt

https://huagongshe.com/reaction/410362

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromobenzyl bromideHCID 68527—
ReactantHCID 178468935HCID 178468935—
SolventMethyl Ethyl KetoneHCID 6569—
Product3-{3-[3-(4-Bromo-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-propoxy}-benzoic acid ethyl ester, hydrobromide saltHCID 13173164072.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-[3-(2-imino-2,3-dihydro-benzoimidazol-1-yl)-propoxy]-benzoic acid ethyl ester (2.45 g, 7.3 mmol) in 2-butanone (125 ml) was added 4-bromobenzylbromide (2.88 g, 11.7 mmol). The reaction was heated to 80° C. where it was maintained for 24 h. After this time the mixture was cooled to rt and filtered. The collected solids were washed with additional cold 2-butanone and then dried to give 3-{3-[3-(4-bromo-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-propoxy}-benzoic acid ethyl ester, hydrobromide salt (2.5 g, 59%). HPLC-MS 508, 510 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759520B2
Source datasetuspto-grants-2014_06
ORD IDord-8c403b880bb1440ab3ba0b356cdcd7a9
Source noteuspto-grants-2014_06