N-substituted thio alkyl phenothiazines

DETAILED DESCRIPTION OF THE INVENTION The first aspect of the invention is obtaining the phenothiazine compound or phenothiazine derivative utilized to manufacture the compounds of the present invention.
Phenothiazine is itself an article of commerce and, thus, no further description of this material is required.
To obtain the derivatives of phenothiazine useful herein, e.
g.
, where (a) and (b) in formula I are not 0, it is suggested that U.
S.
Pat.
2,781,318 to Cyphers issued Feb.
12, 1957 be consulted.
A dialkyl diphenyl amine treated with sulfur at elevated temperatures, such as in the range of 145.
degree.
C.
to 205.
degree.
C.
for a sufficient time to complete the reaction, gives compounds which may be derivatized within the scope of formula I.
Conveniently, a catalyst such as iodine may be utilized to establish the sulfur bridge.
The reaction is essentially clean and does not affect the amine hydrogen in the composition.
Typically, a dialkylated product will be obtained, e.
g.
, where both (a) and (b) are each 1.
The monoalkylated phenothiazine derivatives are conveniently obtained by utilizing a monoalkylated diphenylamine which is then cyclized to obtain the corresponding monoalkylated phenothiazine.
Similarly, phenothiazine may be alkylated with olefins using a Lewis acid catalyst.
While the derivatives R.
sup.
3 and R.
sup.
4 have been defined above as alkyl, any hydrocarbyl group may be employed.
It is convenient to utilize alkenyl, aryl, alkaryl, aralkyl, halogen, hydroxyl, alkoxy, alkylthio, arylthio and the like for R.
sup.
3 and R.
sup.
4 To obtain the hydroxyl derivative one would react, for example, aniline and hydroquinone to form 4-hydroxydiphenylamine which is then cyclized with sulfur.
The corresponding alkoxy compounds may be obtained by reacting the hydroxy-containing phenothiazine with an alkyl halide.
Similar to obtaining the alkyl derivatives as R.
sup.
3 and R4, the alkenyl, aryl, alkaryl, aralkyl, and fused ring derivatives may be prepared.
The fused ring derivatives may be prepared from phenyl napthylamines which may be cyclized by sulfurization to produce benzophenothiazines