Reaction #318222

Reaction equation

p-benzoquinone

2-aminothiophenol

→

3H-phenothiazin-3-one

Yield 62.7%

Solvents

MeOH

MeOH

Conditions

Workup

1. 1
   Filtrationthe product 3H-phenothiazin-3-one was filtered off
2. 2
   WashThis 3H-phenothiazin-3-one was washed thoroughly with methanol
3. 3
   Otherdried

Procedure

To a stirring suspension of 1.72 kg (16 mol) of p-benzoquinone in 13 liters MeOH at room temperature was added slowly a solution of 1.0 kg (8 mol) of 2-aminothiophenol in 600 ml MeOH over a period of 1 hour. The resulting red mixture was stirred at room temperature for another 2 hours and then the product 3H-phenothiazin-3-one was filtered off. This 3H-phenothiazin-3-one was washed thoroughly with methanol and dried to give 1.07 kg of 3H-phenothiazin-3-one (61.49% yield), m.p. 157°-159° C.

Source