Reaction #1747870

Reaction equation

10-[4-(N-phenyl-2-benzimidazolyl)phenyl]phenothiazine

m-chloroperbenzoic acid

KOH

→

10-[4-(N-Phenyl-2-benzimidazolyl)phenyl]phenothiazine 5,5-dioxide

Solvents

methylene chloride

Conditions

Workup

1. 1
   Temperaturewith cooling
2. 2
   OtherAfter the methylene chloride had been removed
3. 3
   workup.ADDITIONthe suspension was diluted with 100 ml of hot water
4. 4
   FiltrationThe precipitate was filtered off with suction
5. 5
   Washwashed with hot water
6. 6
   Otherdried at 80° C. under reduced pressure
7. 7
   OtherThe crude product (4.82 g) was recrystallized from 48 ml of acetic acid
8. 8
   Otherwere obtained

Procedure

A solution of 6.14 g of 10-[4-(N-phenyl-2-benzimidazolyl)phenyl]phenothiazine in 180 ml of methylene chloride was admixed at room temperature with 7.17 g (28.9 mmol) of 70% m-chloroperbenzoic acid with cooling and stirred at room temperature for 1 h. The solution was admixed with 60 ml of 10% KOH. After the methylene chloride had been removed, the suspension was diluted with 100 ml of hot water. The precipitate was filtered off with suction, washed with hot water and dried at 80° C. under reduced pressure. The crude product (4.82 g) was recrystallized from 48 ml of acetic acid. 3.02 g (46% of theory) of beige microcrystals having an m.p. of 286-288° C. were obtained.

Source