Reaction #82742

Reaction equation

cyanogen bromide

4-isopropylaniline

→

4-isopropylphenyl cyanamide

Yield 84.0%

Solvents

diethylether

diethylether

Conditions

Workup

1. 1
   workup.ADDITIONAfter the addition
2. 2
   workup.STIRRINGthe reaction mixture was kept stirring at room temperature for 18 h
3. 3
   OtherThen a solution with white precipitates
4. 4
   Otherformed
5. 5
   Otherthe precipitates were removed by filtration
6. 6
   WashThe etherate solution was washed with aqueous HCl (1N, 30 mL, two times) as well as brine
7. 7
   Dryingdried over MgSO4
8. 8
   Filtrationfiltered
9. 9
   Concentrationconcentrated
10. 10
    Otherdried under vacuum

Procedure

A solution of cyanogen bromide (1.59 g, 15 mmol) in diethylether (20) was added dropwise to a solution of 4-isopropylaniline (3.24 g) in diethylether (50 mL) at 4° C. with stirring. After the addition, the reaction mixture was kept stirring at room temperature for 18 h. Then a solution with white precipitates formed and the precipitates were removed by filtration. The etherate solution was washed with aqueous HCl (1N, 30 mL, two times) as well as brine, dried over MgSO4, filtered, concentrated, and dried under vacuum to yield 4-isopropylphenyl cyanamide (2.0 g, 84%).

Source