Reaction #1747868

Reaction equation

triethylamine

benzoyl chloride

10-(4-hydroxyphenyl)phenothiazine 5,5-dioxide

→

4-(5,5-Dioxophenothiazin-10-yl)phenyl benzoate

Solvents

acetonitrile

Conditions

Workup

1. 1
   workup.DISTILLATIONthe solvent was distilled off
2. 2
   workup.STIRRINGstirred at 75° C. for 30 min
3. 3
   FiltrationThe solid was filtered off with suction while hot,
4. 4
   Washwashed with hot water
5. 5
   Otherdried at 120° C. in a forced-air drying cabinet
6. 6
   Otherwere obtained

Procedure

0.68 g (6.68 mmol) of triethylamine and 0.34 g (2.44 mmol) of benzoyl chloride were added to a solution of 0.72 g (2.22 mmol) of 10-(4-hydroxyphenyl)phenothiazine 5,5-dioxide in 120 ml of acetonitrile. After stirring at room temperature for 45 min, the solvent was distilled off. The residue was taken up in 100 ml of hot water and stirred at 75° C. for 30 min. The solid was filtered off with suction while hot, washed with hot water and dried at 120° C. in a forced-air drying cabinet. 0.87 g (92% of theory) of colorless microcrystals having an m.p. of 233-235° C. were obtained.

Source