PROCEDURE FOR THE PRODUCTION OF NEW CHINOXALIN DI N OXIDDERIVATEN

The invention betriff% a procedure for the production of new derivatives of the Chinoxalin di N oxide, which as Beifu determine growth-promoting effect exhibit. The new Chinoxalin di N oxides correspond to the general formula o (cE2) jx 1 " o NI-I2 (CN) CN (NH2) in which Y hydrogen or halogen, X oxygen, Schwefeldiät S, If represents more uyloder the group of sulphonyls, n O, 1 or 2 and Z hydrogen, Niederalkyl, halogen down alkyl, halogen or Niederalkoxy. Become under Niederalkyl best ones with 1 to 6 Kchlenstoffatomen, preferably such with i to 4 Kohlenstoffeßomen, verstauden. Halogeneous fluorine, chlorine, bromine or iodine means, preferably chlorine. Under the connections of the formula (I) are preferential those, in which X oxygen or sulfur means and under these again such, in which X sulfur and n 0 means. The active substances can in the form of solutions, emulsions, suspensions, powders, Tab [to be eaten, Bolussen and caps by-orally, abomasal or via injection the depths directly, u.zw as single dose, as also repeats, be given. The active substances and/or they containing mixtures can be added also to the Fußer or the watering places or be contained in sogem+, EN Fußervormischungen. The Chinoxalin di N oxydderivate of the general formula (I) leave themselves either inForrn einerkonzentrießen Premix to the Vermisehung with a standard filter or as feßige Fut%ermischung, which directly outer animals are verfättert nn, to use. In both cases a growth-promoting effect can be obtained. A suitable Premix is e.g. one iWischung one Chinoxalin di N oxydderivats the general formula (i) with kaolin, lime, alumina, shell bowls, Bolus Alba, pure silicic acid, strength or lactose gemahlenen. For the production of a Fußermischung, which contains the active component in a Konzentrs£ion between 1 and 500 ppm, the necessary quantities of the Premix are thoroughly mixed with the appropriate quantity of a commercial StaudardfutBers for poultry, fiir pigs or Widerkäuer. The Fußermischung can still wegere materials those the Tiergewickt and animal growth be affected favorably, added, e.g. antibiotics, vitamins, M_ineralsalze, amino acids, auxins, Anthelmintika or Coccidiostatika as well as Sulfonamide, Nitrofurane, Diaminopyrirnidine, Hydroxyehinoline, halogenierte Hydroxydiphenyläther or Triarylmethylimidazole. The connections of the general formula (I) are manufactured as follows according to invention: Connections of the general formula Z _ _ x B (CH2) n 0 (II) in which Z, n, X and Y under formula (i) indicated meaning have, in presence of a base with Malonsäuredinitril are converted. For the final products received in these procedures läß it does not all-hire itself exactly indicates whether the Arniùogruppe in 2-Stellung and the Cyanogruppe stand in 3-Stellung or in reverse, the Amtnogruppe in 3-stellung and the Cyanogruppe in 2-Stellung. The production of connections of the formula (I) and/or their preliminary stages outer hand the following examples is described ago: B eispiel: Production of 2 (3) - Gyauo-3 (2) - lV lons uredinitril one solves amino-6-phenylthiochinoxalin-l, 4-di-N-oxyd 9.1 g S-Phenylthiobenzofurazan-N-oxide and 2, 5 g in 75 ml Dimsthylformamid.Dazu drips one at ambient temperature 0, 8 g tri ethyl amine and agitates over night after. The failed, dark red Produt one feasts in methanol up and nutscht it off. One receives to so 6.1 g (= 53% of the theory) 2 (3) - Cyauo-3 (2) - aminophenylthiochinoxalin-1,4-dl-oxyd of the Schmelzlmnkt 235°C. Example of production of a parent compound of the formula GI) a) 2 - Nit ro-5-benzylthioanilin B 86 g 2-Nitro-5-chlor ilin one loosens ethanol in 400 ml and envärmt auf70°C interior temperature. In addition drip one a solution of 30, 5 g Ksliumhydroxyd and 68 g Benzylmercal on in 300 ml ethanol. The reaction runs exothermically. Then one agitates at same interior temperature over night after. The erkaltste mixture stir one into ice water, nutscht the precipitation off and recrystallize it from ethanol. Mau receives 2-Nitro-5-benzylthioanflin to 104, 7 g (= 80% of the theory) from the Schmelzpunk 113 to 115°C. If one uses the Phenylmercal in place of Benzylmercaptan on or the p-Methylphenylmercaptan, then one receives in similar Verfahrensdurchfiihrung the 2-Nitro-5-phenylthloanilin and/or the 2-Nltro-5 (p - methylphenylthio) - aniline [= 2-Amino-4 (p-methylphenylthio) - nitrobenzene]. b) 5 - (p-Methylphenylthio) - bonzofur azan n - oxide to a solution of 3 g potassium hydroxide in 150 ml ethanol and 7 g 2-Amino-4 (p-methyll enylthio) - - nitrobenzo! troll one under stäudigem agitating with about 30°C interior temperature 60 ml Natrlumhypochioritlösung (13%ig) in addition. After most finishing addition agitates mau 1/2 h at ambient temperature after, nutscht the failed product off and washes it with 200 ml to water. After Umkrlstallisleren from ethanol one receives g (p-Methylphenylthio) to 5, 8 g (= 83, 5% of the theory) - benzofurazan N oxide from the fusion point 86 bis88°C. Uses mau in place of von2-Amino-4 (p-meßhylphenyIthio) - if nitrobenzene the 2-Nitro-5-benzylthioanilin or the 2-Nitro-5-phenylthloA lin, then one receives the 5-Benzylthlobenzof razan N oxide and/or the 5-Phenylthiobenzofurazan-N-o D in similar procedure execution. The following Chinoxain-1,4-dl-N-oxyd Derfvate was manufactured e A1og that descriptive example: 2 (3) - A mine-3 (2) - cyano6 (p-ehlorphenylthio) - chinoxalin-1,4 - di-N-o: D Schmp. 244 to 245°C 2 (3) - A mine-3 (2) - cyano6 (p-methylphenylthio) - chinoxalin DL N oz D Schmp. 239 to 241°C 2 (3) - A mine-3 (2) - cyano6 (m-t rifluo rmethylphenylthio) - chinoxalin-1, 4-dl-N-oxyd Schmp. 239 to 240°C 2 (3) - Amino-3 (2) - cyano6 (m-methylph enylthlo) - chinoxalin-1,4-dl-N-oxyd Schmp. 224 to 226°C 2 (3) - Amino-3 (2) - cyano6 (m-methoxyphenylthio) - chinoxalin-1, 4-di-N-o D 2 (3) - A mine-3 (2) - cyano6 (p-fluorphenylthio) - chinoxalin-1,4-di-N-oxyd Sohmp. 244 to 246°C Schmp. 224 to 226°C the active substances for use as FutterzusatzrnitBel either directly the carrier materials is course-mixed or e.g. in chloroform solved on the carrier materials drawn up. Subsequently, one grinds to ge • wished particle size of e.g. 5 to 10 these fodder before mixtures with 5800 parts standard fodder is mixed or to 6000 parts of Feßigträuken converted. In addition this FutBervormischungen can become 6000 parts Standardfußer tablettieß (fodder pellets). Above-mentioned Futtermischungcn shows with chicken, pig and Wiederkäuer a clear growth increase effect compared with the control animals, those with that accordingly same Fußermischungen and forms without active substance gef'ütteß.