Reaction #169145

Reaction equation

4-(4-methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamine

cyanamide

→

title compound

Yield 76.0%

N-[4-(4-Methyl-piperazin-1-yl)-2-trifluoromethoxy-phenyl]-guanidine

Yield 76.0%

Solvents

water

HCl

Conditions

Workup

1. 1
   TemperatureThe mixture was cooled down to room temperature
2. 2
   Extractionextracted with DCM (10 mL)
3. 3
   workup.ADDITIONNaOH 2N was added to pH>11
4. 4
   ExtractionThe aqueous phase was extracted with Et2O (3×10 mL)
5. 5
   Dryingdried over sodium sulfate
6. 6
   Concentrationconcentrated
7. 7
   OtherThe residue was crystallized from diethyl ether

Procedure

To a solution of 4-(4-methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamine (275 mg, 1 mmol) in HCl 6N (1 mL), cyanamide (336 mg, 8.0 mmol) was added and the reaction was stirred at 60° C. for 1 h. The mixture was cooled down to room temperature, diluted with water (3 mL), extracted with DCM (10 mL). NaOH 2N was added to pH>11. The aqueous phase was extracted with Et2O (3×10 mL), dried over sodium sulfate and concentrated. The residue was crystallized from diethyl ether to give the title compound (240 mg, 76% yield) as a white solid.

Source