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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622490Generated: November 2, 2026

Dimethylformamide → 4-bromo-2-isopropyl-1-(2-methyl-3-(trifluoromethyl)benzyl)-6-nitro-1H-benzo[d]imidazole

https://huagongshe.com/reaction/1622490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Bromomethyl)-2-methyl-3-(trifluoromethyl)benzeneHCID 2775617—
Reactant4-bromo-2-isopropyl-6-nitro-1H-benzo[d]imidazoleHCID 86687846—
SolventWaterHCID 962—
Product4-bromo-2-isopropyl-1-(2-methyl-3-(trifluoromethyl)benzyl)-6-nitro-1H-benzo[d]imidazoleHCID 86687847108%

Reaction Steps

To a 100 mL round bottomed flask containing DMF (50 mL) was added 4-bromo-2-isopropyl-6-nitro-1H-benzo[d]imidazole (4.1 g, 14.43 mmol), 1-(bromomethyl)-2-methyl-3-(trifluoromethyl)benzene (3.6 mL, 21.34 mmol) and potassium carbonate (5.98 g, 43.3 mmol). The resultant suspension was heated to 50° C. and after stirring for 30 minutes the mixture was allowed to cool to rt and diluted with 100 mL H2O. The mixture was stirred overnight and the next day a black filterable solid was isolated by filtration providing crude 4-bromo-2-isopropyl-1-(2-methyl-3-(trifluoromethyl)benzyl)-6-nitro-1H-benzo[d]imidazole (7.1 g, 15.56 mmol, 108% yield). MS (ES+) m/e: 455.1, 455.9 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778937B2
Source datasetuspto-grants-2014_07
ORD IDord-b737d785f7dd4848818ed2dff409037a
Source noteuspto-grants-2014_07