DE278122C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

-JVi 278122 CLASS 12 or GROUP

By the action of aromatic nitrocarboxylic acid halides on ι ■ 8-aminonaphthol sulfonic acids nitro compounds of these bodies substituted in the amino group are obtained, which are converted into the corresponding amino compounds during the reduction.

It has now been found that the amino compounds thus obtainable then continue by treatment with phosgene in so far

ίο not yet described urea derivatives can be transferred that, surprisingly, with relative harmlessness compared to the host's organism, exert a powerful killing effect on blood parasites.

Instead of treating the aminobenzoyl compounds directly with phosgene, you can go through further exposure to nitrobenzoyl halogens and subsequent reduction of the aminobenzoyl radical introduce into the molecule two or more times and only then the. appropriate Represent urea derivatives. In many cases this has an even stronger effect on the blood parasites. As a result of their relationship to cotton fibers, the new ureas can also be used to represent nouns cotton dyes Find use.

Example 1.

46 parts of the acidic sodium salt obtained by the action of p-nitrobenzoyl chloride on 1 · 8-aminonaphtol-4 6-disulfonic acid and reduction available acid of the constitution:

OH NH

I J

-CO-

-NH ₉

SO ₃ H- ¹

SO ₃ H 55

are dissolved in about 1000 parts of water with soda to the neutral salts, 50 parts crystallized Sodium acetate was added and phosgene was introduced in a slow stream with thorough stirring at 40 to 45 ° until one was removed Sample no more nitrite

Claims (1)

takes. During the operation separates \ depositing completed. The urea acid comes to the acid for the largest part j the constitution: the end. - The i 60 OH NH-CO- <
1 -NH-CO-NH- * > - CO-NH • OH SOoH- ¹ SOoH , to. The neutral salt is made by dissolving it with the addition of soda and adding table salt deposited as a yellowish colored powder. Practice already diluted solutions of the substance has a powerful healing effect on trypanosome-infected animals. SO ₃ H With diazobenzene, the acid gives a clear, blue-red dye. Example 2. 58 parts of the acidic sodium salt of the acid: SO ₃ H- ¹ OH N-H-CO -SO ₃ H NET — CO- -NH, (obtained by introducing the p-aminobenzoyl radical twice into the 1 · 8-aminonaphthol-3 ■ 6-disulfonic acid) are dissolved in about 1000 parts of water to form a neutral salt and constitution: after adding 50 parts of crystallized sodium acetate in exactly the same way as _8t . indicated in Example 1, in the urea of NH- -CO-NH- CO -NH OH NH- -CO- NH- convicted. The neutral sodium salt of the compound provides after filtering off and Drying is a powder which dissolves in water with a yellowish color. the Solutions are capable of removing the spirochetes from the blood even in considerable dilution to make infected animals disappear. With diazo compounds, the Acid clear dyes. Urea with similar properties is obtained in a very analogous manner if the acids given in the examples are replaced by those in which SO ₃ H- '-SOoH CO -NH OH I I SO ₃ H- ¹ '-SO ₃ H other 1 x 8-aminonaphthol sulfonic acids or others Nitrocarboxylic acid halides, such as. B. m - nitrobenzoyl chloride or m - nitroanisoyl chloride, Have found application. Patent claim: Process for the preparation of ureas of the naphthalene series, consisting of that such 1 · 8-aminonaphthol sulfonic acids, which are substituted one or more times in the amino group by the aminobenzoyl radical or its derivatives, treated with phosgene. BERLIN. · PRINTED IN THE EMPIRE PRINTING COMPANY.