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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59935Generated: October 29, 2026

Ethyl orthoformate → (6-Bromo-1-methyl-1H-benzoimidazol-4-yl)-bis-(4-methoxy-benzyl)-amine

https://huagongshe.com/reaction/59935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant5-Bromo-N,N-bis-(4-methoxy-benzyl)-N''-methyl-benzene-1,2,3-triamineHCID 118235378—
SolventAcetonitrileHCID 6342—
Product(6-Bromo-1-methyl-1H-benzoimidazol-4-yl)-bis-(4-methoxy-benzyl)-amineHCID 118235350—

Reaction Conditions

Temperature85 °C

Reaction Steps

5-Bromo-N,N-bis-(4-methoxy-benzyl)-N″-methyl-benzene-1,2,3-triamine (170 mmol) was dissolved in a mixture of HC(OEt)3 (100 mol) and MeCN (500 mL). The mixture was stirred at 85° C. for 0.5 h and then at room temperature for approximately 16 h. The mixture was combined with another one obtained following the same procedure described above. The resulting mixture was concentrated and the residue was purified by flash column chromatography (SiO2, 15:85 to 60:40 EtOAc/petroleum ether) to obtain the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440929B2
Source datasetuspto-grants-2016_09
ORD IDord-1bc05a61a54f45e8bfa4316fb3c7d9b9
Source noteuspto-grants-2016_09