DE632073C - Process for the production of selenium-containing organic compounds - Google Patents

Description

Process for the production of selenium-containing organic compounds The subject of patent 631 570 is a process for the production of selenium-containing organic compounds. This process consists in allowing the selenium, sulfur and nitrogen-containing compounds which can be prepared by the process of patent 631 IOo to act on benzenesulphonic anilide or other aromatic compounds containing selenium, sulfur and nitrogen to act with selenium cyanide. Compounds containing the Se CN group are obtained as reaction products.

It has now been found that from these bodies thinned by Acids, the Se C N group is split off with decomposition of the same. It falls the selenium initially in colloidal form. A new one can be produced from the acidic solution Body are separated, the z. B. contains the H Cl group instead of the SeCK group.

The products of the process are intended to be used for medical purposes Find. Examples r. Dissolve r2 g of the product containing Se CN in hot water and makes the solution slightly acidic. The water bath is warmed up for so long until the selenium, which initially precipitated with a coral red colloid color, settled well Has. After filtering off, it is heated again on the water bath and that about Any selenium that still separates is filtered off again. The solution takes a brownish red Color resulting from further decomposition of the body. The one after the split The body created by the SeCN group can be released from the reaction liquid that was previously is made alkaline, be etherified. If, on the other hand, the hydrochloric acid solution is added with a lot of sodium chloride, the hydrochloric acid salt falls, that in one with sodium chloride saturated solution is sparingly soluble. The product obtained is filtered off and dried on clay. Yield 8g.

For the purpose of cleaning, the crude product is dissolved in water on the water bath, e.g. B. in 300 ccm of water, the solution decolorized with animal charcoal, filtered off and again treated with a lot of sodium chloride. The body is already falling out in white flakes. After filtering off and drying on clay, it is now dissolved in as little water as possible in the heat. On cooling, silky-gloss matted needles crystallize out of concentrated solutions, and shiny hard skewers out of dilute solutions.

The body is insoluble in absolute alcohol and ether, easily soluble in dilute alcohol, more difficult in water in the cold, but easily soluble in the warm. It melts at gor to 2o2 ° with decomposition. Elemental analysis Found Calculated for C, H17 N3 Se # H Cl C: 55.20 ° / o C: 553 =% H: 4.900! O H 4.600 / 1 N: I0.75 ° / o N: I0.75 ° / o Se: 20.12 % Se: 2o, 23% C l: 9.20 ° / o C l: 9.09 ° / o = 0o, = 7 ° / 0 99.98,) / o The body probably has the following constitution: 2. 10 g of the starting material are heated in zoo cc water and -o cc 10% sawnitic acid in the water bath until the selenium, which initially precipitates with a coral-red color, has settled in a readily filterable form. After filtering and cooling the reaction liquid, this z. B. made clearly alkaline with sodium hydroxide solution. The reaction product crystallizes from this solution: into finer needles. Yield 9 to 9; 5 g. Purification is expediently carried out by recrystallization from water. Shiny white needles from. Melting point 278 °. This compound, which has a selenium content of about 9% o, is insoluble in ether, benzene, ligroin, difficult to dissolve in cold water and easily soluble in hot water.

3. 5 g of the starting material are added to the water bath with zoo ccm of water. from .2o- to 30 ccm conc. Heat the formic acid until a clear solution has entered and the selenium which has separated out has settled well as a black powder. After about 1 hour, the reaction solution is filtered and, after cooling, with conc. Sodium hydroxide solution added in excess. The liquid, which becomes very milky, turns into shiny flakes on prolonged standing. Yield 3.5 to 4 g. The purified product melts with decomposition when heated rapidly at 229 to 30 °, when heated slowly at 15 °. Es is insoluble in ether, benzene, ligroin, easily soluble in alcohol, very easily soluble in water.

4. As in Example 3, the Se CN group can also be split off with lactic acid (20 to 30 cc, lactic acid 1.21). The resulting compound, presumably a lactate, crystallizes from the strongly alkaline reaction solution in small, shiny flakes. Yield 49. Melting point of the pure compound 213-214 °. It is insoluble in ether, benzene, ligroin, easily soluble in water, in abs. Alcohol more difficult in the cold, easily soluble in the heat.

Claims (1)

PATENT CLAIM: Process for the production of selenium-containing organic compounds, characterized in that the compounds obtainable by the process of patent 631 570 are allowed to act in an aqueous solution with acid.