Verfahren zur Herstellung von 1-(Thiazolyl-5-alkyl)-4-(pyridyl-2)-piperazinen

摘要

1,149,110. 1 - (Thiazolyl - 5 - alkyl) - 4- (pyridyl-2)-piperazines. E. MERCK A.G. 28 March, 1968 [20 April, 1967], No. 14989/68. Heading C2C. Novel compounds of the general formula wherein R1, R2 and R3, which may be the same or different, are hydrogen atoms or alkyl radicals containing up to 4 carbon atoms and A is a straight or branched chain alkylene radical containing 2-6 carbon atoms, and the acid addition salts thereof, are prepared by numerous methods, examples of which are as follows: (a) a compound of the general Formula II wherein X is chlorine, bromine or iodine, is reacted with a compound of the general Formula (b) a compound of the general Formula IV is reacted with a pyridyl derivative of the general formula (c) a compound of the general Formula VI is reacted with a compound of the general formula wherein X1 is a halogen atom or wherein the two substitutents X1 together represent an oxygen or sulphur atom; (d) a compound of the general Formula X is reacted with a dihalo ethane of the formula X-CH 2 -CH 2 -X; (f) a compound with unsaturation in the chain A is hydrogenated to give the corresponding compound wherein A is a saturated chain; or (g) a compound of the general formula wherein B and D represent sulphur or oxygen atoms is reacted with an agent generating sulphur and an agent which strips off the elements of hydrogen sulphide, for example, phosphorus pentasulphide. Halides of the Formula II above are prepared by halogenation of the corresponding omegahydroxy compounds. Intermediates of general Formula IV above are prepared by reaction of the intermediate halides above with a piperazine. Amines of general Formula VI above are prepared by amination of the halides mentioned above. Diamines of general Formula X above are prepared by reaction of an amine mentioned above and ethylene imine followed by reaction with a 2-bromopyridine. Pharmaceutical compositions in conventional forms for oral, parenteral or topical application and having blood pressure lowering, narcosisprolonging, narcosis-potentiating, tranquillizing and/or neuroleptic activities comprise an above novel compound and a suitable medicinal carrier therefor.