CH197108A - Process for the preparation of a compound of 3-benzene-azo-2,6-diaminopyridine. - Google Patents
Process for the preparation of a compound of 3-benzene-azo-2,6-diaminopyridine.Info
- Publication number
- CH197108A CH197108A CH197108DA CH197108A CH 197108 A CH197108 A CH 197108A CH 197108D A CH197108D A CH 197108DA CH 197108 A CH197108 A CH 197108A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo
- benzene
- diaminopyridine
- compound
- preparation
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
- LSPHULWDVZXLIL-UHFFFAOYSA-N Camphoric acid Natural products CC1(C)C(C(O)=O)CCC1(C)C(O)=O LSPHULWDVZXLIL-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- LSPHULWDVZXLIL-QUBYGPBYSA-N camphoric acid Chemical compound CC1(C)[C@H](C(O)=O)CC[C@]1(C)C(O)=O LSPHULWDVZXLIL-QUBYGPBYSA-N 0.000 claims description 2
- 239000000645 desinfectant Substances 0.000 claims description 2
- 239000003925 fat Substances 0.000 claims description 2
- 210000003734 kidney Anatomy 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 210000001635 urinary tract Anatomy 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 description 3
- 230000000202 analgesic effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung einer Verbindung des 3-Benzol-azo-2.6-diaminopyridins. Nach der vorliegenden Erfindung erhält man eine eigenartige, neue Verbindung des 3-Benzol-azo-2. 6-diaminopyridins, indem man 3-Benzol-azo-2.6-diaminopyridin und Kam phersäure, zweckmässig in äquimolekularen Mengen, aufeinander einwirken lässt.
Die neue Verbindung soll als solche oder in Form ihrer Salze therapeutisch, insbeson dere als Desinfiziens der Nieren- und Harn wege verwendet werden, da sie wider Erwar ten eine stärkere Wirkung entfaltet als sie aus der Summierung der Wirkungen ihrer beiden Komponenten zu erwarten gewesen wäre. Ferner besitzt die neue Verbindung eine gegenüber den Komponenten potenzierte, schmerzlindernde und antineuralgische Wir kung.
Die Darstellung der neuen Verbindung erfolgt beispielsweise folgendermassen 10,7 g 3-Benzol-azo-2.6-diaminopyridin werden in 300 cm' Äther gelöst und mit einer Lösung von 10 g Kamphersäure in 70 ccm Äther zusammengegeben. Der Äther wird zum grössten Teil abgedampft, worauf die neue Verbindung beim Stehen auskristallisiert.
Die Verbindung kann auch durch vorsich tiges Zusammenschmelzen der Komponenten in äquimolekularen Mengen gewonnen werden.
Dem Verfahrensprodukt kommt die empi rische Formel C21H2704N5 zu. Es bildet gelbe Plättchen (aus Äther), die bei<B>164-1650</B> C schmelzen. Es ist leicht löslich in Alkohol, Äther, Fetten und Lipoiden, weniger in heissem, sehr wenig in kaltem Wasser.
Process for the preparation of a compound of 3-benzene-azo-2,6-diaminopyridine. According to the present invention, a peculiar, new compound of 3-benzene-azo-2 is obtained. 6-diaminopyridines by allowing 3-benzene-azo-2,6-diaminopyridine and Kam phersäure, expediently in equimolecular amounts, to act on one another.
The new compound is intended to be used therapeutically as such or in the form of its salts, in particular as a disinfectant for the kidney and urinary tract, since, contrary to expectations, it develops a stronger effect than would have been expected from the sum of the effects of its two components. Furthermore, the new compound has an analgesic and anti-neuralgic effect that is potentiated compared to the components.
The new compound is prepared, for example, as follows: 10.7 g of 3-benzene-azo-2,6-diaminopyridine are dissolved in 300 cm of ether and combined with a solution of 10 g of camphoric acid in 70 cc of ether. Most of the ether is evaporated, whereupon the new compound crystallizes out when standing.
The connection can also be obtained by carefully melting the components together in equimolecular amounts.
The product of the process has the empirical formula C21H2704N5. It forms yellow platelets (made of ether) that melt at <B> 164-1650 </B> C. It is easily soluble in alcohol, ether, fats and lipoids, less in hot, very little in cold water.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH197108T | 1937-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH197108A true CH197108A (en) | 1938-04-15 |
Family
ID=4440725
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH197108D CH197108A (en) | 1937-05-11 | 1937-05-11 | Process for the preparation of a compound of 3-benzene-azo-2,6-diaminopyridine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH197108A (en) |
-
1937
- 1937-05-11 CH CH197108D patent/CH197108A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH174811A (en) | Process for the preparation of tropic acid-2,2-dimethyl-3-diethylaminopropanol ester. | |
| DE940383C (en) | Herbicides | |
| CH201441A (en) | Process for the preparation of a compound of 3-benzene-azo-2. 6-diaminopyridines. | |
| CH205441A (en) | Process for the preparation of a compound of 3-benzene-azo-2,6-diaminopyridine. | |
| DE3141403A1 (en) | STABLE OIL-IN-WATER EMULSION AND METHOD FOR THEIR PRODUCTION | |
| AT69845B (en) | Process for the preparation of secondary, sulfosalicylic acid hexamethylenetetramine. | |
| DE2546138A1 (en) | HYDROPHILIC COUPLER RELEASE | |
| DE432420C (en) | Process for the preparation of N-methylsulphurous acid salts of secondary amines | |
| AT158301B (en) | Process for the production of vitamin B1. | |
| AT69849B (en) | Process for the preparation of esters of oxyquinolines. | |
| DE899294C (en) | Process for the preparation of a spray composition containing dinitroorthocresol | |
| AT89272B (en) | Process for the production of therapeutically effective silver preparations. | |
| AT85031B (en) | Process for the preparation of basic tannic aluminum. | |
| AT87200B (en) | Process for achieving a permanent, high-yield coating of benzoic acid on paper that is reinforced by additives of a known type in the preservative power. | |
| AT147483B (en) | Process for the preparation of compounds of methyl N-methyltetrahydronicotinate. | |
| DE221483C (en) | ||
| CH139406A (en) | Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate. | |
| DE588160C (en) | Process for the preparation of new calcium compounds | |
| AT112734B (en) | Process for the preparation of monocamphorates of the Solanaceae alkaloids. | |
| AT108116B (en) | Process for the solidification of liquids. | |
| DE639124C (en) | Process for the preparation of oil-soluble bismuth salts of organic acids | |
| AT104142B (en) | Process for the preparation of compounds of substituted barbituric acids and 4-dimethylamino-2,3-dimethyl-1-phenyl-5-pyrazolone. | |
| DE512960C (en) | Process for the preparation of methylenediphosphoric acid hexamethylenetetramine | |
| AT153500B (en) | Process for the preparation of compounds of sulfhydryl keratinic acid. | |
| DE662835C (en) | Process for the preparation of water-soluble laxatives |