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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383911Generated: October 26, 2026

1,2-Diaminocyclohexane → 1-Benzothiazol-6-yl-3-pyridin-3-yl-4-trifluoromethyl-imidazolidin-2-one

https://huagongshe.com/reaction/2383911

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DiaminocyclohexaneHCID 4610—
Reactant3-BromopyridineHCID 12286—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-Benzothiazol-6-yl-4-trifluoromethyl-imidazolidin-2-oneHCID 68787913—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-Benzothiazol-6-yl-3-pyridin-3-yl-4-trifluoromethyl-imidazolidin-2-oneHCID 4987264923.8%

Reaction Steps

Using the same reaction conditions and work up as described in example 1, step-3,1-Benzothiazol-6-yl-4-trifluoromethyl-imidazolidin-2-one (I-170b: 50 mg, 0.174 mmol) was refluxed with 3-Bromo-pyridine (33 mg, 0.209 mmol), copper iodide (3.3 mg, 0.0174 mmol), Cyclohexane-1,2-diamine (6 mg, 0.0522 mmol), potassium phosphate (110 mg, 0.522 mmol) and 1,4-Dioxane (2 mL) at 120° C. for 12 hours to afford the crude product. Purification by column chromatography on silica gel (2% methanol in chloroform) followed by n-pentane washing afforded 15 mg of the product (23.8% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263635B2
Source datasetuspto-grants-2012_09
ORD IDord-02ff4978efe142799b18928688c10310
Source noteuspto-grants-2012_09