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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749571Generated: October 26, 2026

Potassium Carbonate → 6-bromo-1-(2,3-dichlorobenzyl)-2-methyl-4-nitro-1H-benzo[d]imidazole

https://huagongshe.com/reaction/1749571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Bromomethyl)-2,3-dichlorobenzeneHCID 2734602—
Reactant6-Bromo-2-methyl-4-nitro-1H-benzo[d]imidazoleHCID 66976770—
SolventDimethylformamideHCID 6228—
Product6-bromo-1-(2,3-dichlorobenzyl)-2-methyl-4-nitro-1H-benzo[d]imidazoleHCID 6697712083.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of Example 1 (1.17 g) (prepared as described previously described), 1-(bromomethyl)-2,3-dichlorobenzene (1.19 g) and K2CO3 (1.27 g) in DMF (80 mL) was stirred at 80° C. for 3 h. When TLC showed no starting material, the mixture was cooled to room temperature and filtered. The filtrate was then poured into water. It was then filtered to afford a solid and the solid was washed with water and then dried in-vacuo to afford the desired product (1.59 g, 83%)1H NMR (300 MHz, CDCl3) δ ppm 2.67 (s, 3H), 5.45 (m, 2H), 6.24 (t, 1H, J=7.8 Hz), 7.10 (t, 1H, J=7.8 Hz), 7.47 (t, 1H, J=7.8 Hz), 7.59 (d, 1H, J=1.8 Hz), 8.24 (d, 1H, J=1.8 Hz); LC-MS: m/e=416 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156797B2
Source datasetuspto-grants-2015_10
ORD IDord-3fa301a7d98f4f1b9b9280145c679793
Source noteuspto-grants-2015_10