Reaction #619083

Reaction equation

Dicyclohexylamine

aminothiazole

carbonyldiimidazole

→

title product

1,1-Dicyclohexyl-3-thiazol 2 yl urea

Solvents

ethyl acetate

dichloromethane

Conditions

Workup

1. 1
   workup.STIRRINGthe reaction stirred overnight at room temperature
2. 2
   Washwashed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL)
3. 3
   Dryingdried over magnesium sulphate
4. 4
   Concentrationconcentrated in vacuo
5. 5
   Otherthe residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min)

Procedure

To a solution of aminothiazole (50 mg, 0.5 mmol) in dichloromethane was added carbonyldiimidazole (81 mg, 0.5 mmol) and the solution stirred 2 h at room temperature. Dicyclohexylamine (1 eq) was then added and the reaction stirred overnight at room temperature. The reaction mixture is then diluted with ethyl acetate (8 mL), washed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL), dried over magnesium sulphate, concentrated in vacuo, and the residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min) to give the title product (52 mg).

Source