Abstract:
The. synthesis of some new anilino derivatives o. - .~a-5HBenzo[
a]phenothiazinone of pharmaceutical interest is reported. '1 ii.2 key to
The synthesis of the parent compound lies in the successfid synt1,z;;i~oftheprec,ursor. 3-aminopyridine -2-tl~iol obtained by thetl~iocyan,:~ J of 3-aminopyridine using potassium thiocyanate and bromine follocvd by base catalysed hydrolysis of the 3-amino-2-thiocyanatopyridine. Cc.;Jmsation of 'the 3-aminopyridine-2-thjol with 2, 3-dichloro- 1, 4-naphtha;;;. , m e in an anhydrous basic medium yielded 6-chloro-8-aza-benzo[a]p11ei.~;I !~ iu~i n-5-one. stnlctnre was established by spectral and elemental i t i lysis The derivatives were prepared by treating the 6-1;. ;;.!i0-8-aza-benzo[a]pl~enotlliazin-5-one in the presence of catalytic ;i rlounts of hydrocldoric acid with substituted anilines, ( 4 - o h i n e 2-. hydroxyaniline, 3-nitroaniline, and 4-nitroaniline, respectively) iii dimethyl sulphoxide as the solvent.
