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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767022Generated: October 31, 2026

2,4-Dichloroquinoline-3-carbaldehyde → 1-{4-[2-(2,4-Dichloro-quinoline-3yl)-7-methyl-3H-benzimidazole-5-yl]-piperazin-1-yl}-ethanone

https://huagongshe.com/reaction/1767022

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloroquinoline-3-carbaldehydeHCID 14920516—
Reactant1-[4-(3,4-Diamino-5-methyl-phenyl)-piperazin-1-yl]-ethanoneHCID 22021041—
SolventMethanolHCID 887—
Product1-{4-[2-(2,4-Dichloro-quinoline-3yl)-7-methyl-3H-benzimidazole-5-yl]-piperazin-1-yl}-ethanoneHCID 21113128—

Reaction Steps

A 3.6 mmol of 1-[4-(3,4-Diamino-5-methyl-phenyl)-piperazin-1-yl]-ethanone was taken in 40 mL of methanol, to which was added 0.921 gm (3.6 mmol) of the 2,4-Dichloro-quinoline-3-carboxaldehyde, and the mixture was stirred for 10 hrs at room temperature, solvent was evaporated to dryness, and the residue was chromatographed to provide the product. LRMS [M+H]+454; 1H NMR (400 MHz, CDCl3) δ 8.12 (d, 1H, J=7.6 Hz), 8.04 (d, 1H, J=8.4 Hz), 7.85 (dd, 1H, J=7.6, 8.4 Hz), 7.78 (dd, 1H, J=7.6, 8.4 Hz), 6.86 (brs, 1H), 6.83(brs, 1H), 3.76 (br, 2H), 3.62 (br, 2H), 3.15 (br, 2H), 3.01 (br, 2H), 2.66 (s, 3H), 2.22 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07232826B2
Source datasetuspto-grants-2007_06
ORD IDord-222f1b9120e943fcb8eca3408c63dc9d
Source noteuspto-grants-2007_06