SU380644A1 - METHOD OF OBTAINING 3,4,4'-TRYAMINODIPHENYL SULPHONE - Google Patents

Description

one

The invention relates to a process for the preparation of aromatic dipheylsulfone, which may be used for the synthesis of heat-resistant nitrogen-containing heterocyclic polymers containing a sulfopic group in the main chain, as well as dyes, organic intermediates, etc.

A known method of replacing chlorine with an amino group under the influence of aqueous ammonia in the presence of a catalyst at elevated temperature and pressure, as well as the reduction of the nitro group to aminominoylpa by Rene nickel and hydrazine hydrate m.

A method based on the well-known methods for obtaining a compound described in the literature, 3,4.4-triaminodiphenylsulfone, which consists in ammonolysis of 3-nitro-4,4-dichlorodiphenylsulfone with a concentrated aqueous solution of ammonia in the presence of catalysts, such as copper oxide or copper salts, preferably with a temperature of 160-180 ° C and a pressure of 40-80 atm, followed by reduction of the 4,4-diamino3-nitrodiphenylsulfone nickel m Rene formed and hydrazihydrate in an alcoholic medium. Target product is isolated by known methods).

Example. Ammonolysis of 3-ytro-4,4-dichlorodiphenylsulfone.

The reactor is charged with 0.5 l / o 3-: i1tro4, 4-di.chlorodife) 1; 1lsulfonium, 29 mol of ammmac (35 ° / solution), 0.26 mol of CuO. then the mixture is heated to 180 ° C for 1 hour and kept at this temperature for 2 hours with CONSTANT stirring; pressure reactor at this m increases to 80 agm. After cooling the reactor, the products are discharged, filtered on a Buchner funnel, and washed with water. The precipitate is dissolved in a lOVo-Ho.M solution of hydrochloric acid iipii boiling and hot | brine 1sleeve of 3-nitro-4,4-diami} Odiphenylsulfone is filtered from unreacted starting dichloropropane. The filtrate, cooled to room temperature, is neutralized with a 25 / ammonia solution to pH 7, the precipitate is thoroughly washed with water until all chlorine ions in the filtrate are completely TIC and dried in a drying cabinet at 105 ° C. The yield is 55%; content of the main substance is 95%; T. Il. . The product is soluble in ethanol, dimethylformamide, partially soluble in hot water, insoluble in acetone and cold water.

Reduction of 3-nitro-4,4-diamino1Mphenylsulfone.

In a three-necked flask heated to 85 ° C

for 0.5 hour a mixture of 0.25 mol of 3-nitro-4,4 diaminodiphenyls. phone, 2 l of ethanol.

250 ml of hydrazine hydratemide and 35 g of Rene nickel, after which they are kept at this temperature for 4 hours with constant stirring. The hot reaction mass is filtered from Rene nickel and unreacted nitroproduct and ethanol is distilled off. The yield of raw 3,4,4-triMi.no1Dif.nilysulyfona 98Vo, so pl. 90 ° C. The crude product is then dissolved with a 10% hydrochloric acid solution and boiled with activated carbon for 1 hour. The hot hydrochloric acid solution is filtered on a Buchner funnel, ts, washed with chlorine ions with water, “neutralized with 10% soda solution to pH 7, the precipitated triamy is recrystallized from ethanol and dried in a drying cabinet in vacuum at 60 ° C. 92%, so pl. 95-96 ° C.

Found,%: C 54.79, 54.82; H 4.80, 4.79; N 16.00, 15.95.

C, 2H, sKz502. Calculated,%: C 54.85; H 4.82; X

15.98.

Subject and reference

Claims (2)

1. Co-eo to obtain 3,4,4-triaminodiphenylsulfone, wherein 3 nitro-4, 4-dichlorodiphenylsulfone is subjected to ammonolysis in the presence of catalysts, for example copper oxide or copper salts, followed by reduction of the resulting 4,4-diamino-3-pyromodiphenylsulfone with nickel Rene and hydrazine hydrate in an alcohol medium and the target product are recovered by known methods. 2. A method according to claim 1, characterized in that the ammonolysis is carried out by the action of a concentrated aqueous solution of mmlak at 160-180 ° C and a pressure of 40-80 atm.