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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80111Generated: October 25, 2026

1,2-Diaminocyclohexane, trans- → 1-Benzothiazol-6-yl-3-(4-chloro-pyridin-3-yl)-imidazolidin-2-one

https://huagongshe.com/reaction/80111

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-Bromo-4-chloropyridineHCID 817696—
Reactant1-Benzothiazol-6-yl-imidazolidin-2-oneHCID 66678554—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-Benzothiazol-6-yl-3-(4-chloro-pyridin-3-yl)-imidazolidin-2-oneHCID 5963622137.7%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-benzothiazol-6-yl-imidazolidin-2-one (I-84b: 0.150 g, 0.684 mmol) was reacted with 3-bromo-4-chloro-pyridine (0.157 g, 0.820 mmol), 1,4-dioxane (20 mL), copper iodide (0.012 g, 0.0684 mmol), trans-1,2-diamino cyclohexane (0.022 g. 0.20 mmol) and potassium phosphate (0.362 g, 1.71 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3) afforded 85 mg of the product (37.7% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-c6448583e65d41efb638aa00cd6f3104
Source noteuspto-grants-2014_09