Reaction #5853

Reaction equation

N,N'-bis-(2,6-diisopropylphenyl) guanidine

α,α-dichloro-m-xylene

potassium carbonate

→

white powder

Yield 32.8%

N,N'-bis-(2,6-diisopropylphenyl)-N"-(3-chloromethylphenyl) methylguanidine

Yield 32.8%

Solvents

xylene

Conditions

Workup

1. 1
   TemperatureThe thus-formed mixture was then refluxed
2. 2
   Temperatureunder heating for 10 hours
3. 3
   Temperatureto cool
4. 4
   Otherthe insoluble substance was removed by filtration
5. 5
   WashThe thus-obtained filtrate was washed with water
6. 6
   Concentrationconcentrated for the purpose
7. 7
   Otherof recovering the solvent and unreacted raw materials
8. 8
   Otherto obtain a slightly yellow crystal
9. 9
   OtherThe crystal was then recrystallized from acetone

Procedure

11.4 g (0.03 mole) of N,N'-bis-(2,6-diisopropylphenyl) guanidine, 5.7 g (0.033 mole) of α,α-dichloro-m-xylene and 2.1 g (0.015 mole) of anhydrous potassium carbonate were added to 50 ml of xylene. The thus-formed mixture was then refluxed under heating for 10 hours. After the mixture had been allowed to cool, the insoluble substance was removed by filtration. The thus-obtained filtrate was washed with water and then concentrated for the purpose of recovering the solvent and unreacted raw materials to obtain a slightly yellow crystal. The crystal was then recrystallized from acetone to obtain 5.1 g of white powder.

Source