Reaktion #167423

Reaktionsgleichung

3-bromo-4-chloro-pyridine

cyclohexane-1,2-diamine

potassium phosphate

3,1-benzothiazol-6-yl-imidazolidin-2-one

→

product

Ausbeute 60.0%

1-Benzothiazol-6-yl-3-(4-chloro-pyridin-3-yl)-imidazolidin-2-one

Ausbeute 60.0%

Lösungsmittel

1,4-Dioxane

MeOH

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe same reaction conditions
2. 2
   Sonstigeto afford the crude product
3. 3
   SonstigePurification by column chromatography on silica gel (1.5% methanol in chloroform)

Vorschrift

Using the same reaction conditions and work up as described in Example 1, step-3,1-benzothiazol-6-yl-imidazolidin-2-one (I-84b: 800 mg, 3.653 mmol) was refluxed with 3-bromo-4-chloro-pyridine (879 mg, 4.566 mmol), copper iodide (70 mg, 0.365 mmol), cyclohexane-1,2-diamine (125 mg, 1.0958 mmol), potassium phosphate (2.32 g, 10.958 mmol) and 1,4-Dioxane (50 mL) at 110° C. for 12 hours to afford the crude product. The reaction was monitored by TLC (10% MeOH in chloroform). Purification by column chromatography on silica gel (1.5% methanol in chloroform) afforded 715 mg of the product (60% yield).

Quelle