Ring contracting sulfur extrusion from oxidized phenothiazine ring systems.
نویسندگان
چکیده
Lithium, used in conjunction with sodium metal, produces a high yield of carbazole when reacted with phenothiazine-5-oxide or phenothiazine-5,5-dioxide. A high yield of 9-ethylcarbazole is also produced when these reagents react with 10-ethylphenothiazine, 10-ethylphenothiazine-5-oxide, and 10-ethylphenothiazine-5,5-dioxide. Degassed Raney nickel produces carbazole in high yield when reacted with phenothiazine and phenothiazine-5-oxide. A moderate yield of 9-ethylcarbazole is produced when n-butyllithium is reacted with 10-ethylphenothiazine-5-oxide.
منابع مشابه
Effects of Phenothiazines on Protective Systems against Polycyclic Hydrocarbons.
A study was initiated to find compounds which have the capacity to induce high levels of activity of microsomal systems detoxifying polycycic hydrocarbons. Of a large number of chemicals and dietary constituents, only phenothiazine and several of its derivatives were found to be potent inducers of an increased benzpyrene hydroyxlase activity. These phenothiazines also protected rats against adr...
متن کاملOptical and electrochemical properties of ethynylaniline derivatives of phenothiazine, phenothiazine-5-oxide and phenothiazine-5,5-dioxide.
Three phenothiazine (PTZ) derivatives with varying degrees of sulfur oxidation states were synthesized as strong electron donors. The thioether, sulfoxide and sulfone PTZ-derivatives exhibited irreversible oxidation at 0.19 V, 0.29 V and 0.31 V versus ferrocene, respectively. Each PTZ derivative was emissive with lifetimes of 1.7 ns, 0.5 ns, and 0.5 ns and absolute quantum yields of 0.32, 0.23 ...
متن کاملThiadiazolium ylides: Substituted 2H-1,3,5-thiadiazines and 1,4,5- trisubstituted-imidazoles from 1,2,4- and 1,2,5-thiadiazolium-2- unsubstituted methanide (ylide) systems: ring expansions and ring interconversions via sulfur-nitrogen heterotriene intermediates. Mechanistic ab initio calculations. Azolium 1,3-dipoles
Quaternisation of 3,5-diaryl-1,2,4-thiadiazoles with trimethylsilylmethyl triflate at 40 8C occurred at N-2. Separate desilylation of the salts resulted in a ring expansion to substituted 2H-1,3,5-thiadiazines 5. Heating of these with ethanolic sodium ethoxide caused sulfur extrusion and ring contraction to 2,4-disubstituted imidazoles 6. 3,4-Diaryl1,2,5-thiadiazoles were less reactive to alkyl...
متن کاملVoltammetric Determination of Thioridazine Hydrochloride
Thioridazine hydrochloride, a member of the phenothiazine group, is one of the most widely used drugs in the treatment of psychiatric patients. It has a tranquilizing effect, but no therapeutically significant anti-emetic or hypothermic effect, which other phenothiazine drugs have, and does not potentiate the action of anestetics. Thioridazine is used mainly in the treatment of schizophrenia an...
متن کاملBacterial transformations of 1,2,3,4-tetrahydrodibenzothiophene and dibenzothiophene.
The transformations of 1,2,3,4-tetrahydrodibenzothiophene (THDBT) were investigated with pure cultures of hydrocarbon-degrading bacteria. Metabolites were extracted from cultures with dichloromethane (DCM) and analyzed by gas chromatography (GC) with flame photometric, mass, and Fourier transform infrared detectors. Three 1-methylnaphthalene (1-MN)-utilizing Pseudomonas strains oxidized the sul...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Molecules
دوره 13 6 شماره
صفحات -
تاریخ انتشار 2008