Reaction #1747867

Reaction equation

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

ammonium formate

→

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

Solvents

acetone

Conditions

Workup

1. 1
   Filtrationthe solution was filtered
2. 2
   ConcentrationThe filtrate was concentrated
3. 3
   workup.ADDITIONafter adding 10 ml of methanol
4. 4
   FiltrationThe solid was filtered off with suction
5. 5
   Washwashed with methanol
6. 6
   Otherdried at 110° C. in a vacuum
7. 7
   Otherdrying cabinet
8. 8
   Otherwere obtained

Procedure

3.10 g (7.50 mmol) of 10-(4-benzyloxyphenyl)phenothiazine 5,5-dioxide, 2.30 g (35.7 mmol) of 98% ammonium formate and 7.5 g of 10% palladium on activated carbon were heated to boiling under reflux in 225 ml of acetone for 1 hour. After cooling to room temperature, the solution was filtered. The filtrate was concentrated and, after adding 10 ml of methanol, stirred overnight. The solid was filtered off with suction, washed with methanol and dried at 110° C. in a vacuum drying cabinet. 1.47 g (61% of theory) of analytically pure light gray microcrystals having an m.p. of 308-311° C. were obtained.

Source