DE485197C - Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized form - Google Patents
Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized formInfo
- Publication number
- DE485197C DE485197C DEF55545D DEF0055545D DE485197C DE 485197 C DE485197 C DE 485197C DE F55545 D DEF55545 D DE F55545D DE F0055545 D DEF0055545 D DE F0055545D DE 485197 C DE485197 C DE 485197C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- preparation
- tribismutyltartaric
- sodium salt
- crystallized form
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000002253 acid Substances 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title claims description 7
- 159000000000 sodium salts Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 239000007787 solid Substances 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 2
- SULICOHAQXOMED-YDXPQRMKSA-H dibismuth;(2r,3r)-2,3-dihydroxybutanedioate Chemical compound [Bi+3].[Bi+3].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O.[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O.[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O SULICOHAQXOMED-YDXPQRMKSA-H 0.000 claims description 2
- 239000013078 crystal Substances 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical class OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 235000002906 tartaric acid Nutrition 0.000 description 3
- 239000011975 tartaric acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000589970 Spirochaetales Species 0.000 description 1
- YLQCOSAFPRCDKP-UHFFFAOYSA-J bismuth;sodium;2,3-dihydroxybutanedioate Chemical compound [Na+].[Bi+3].[O-]C(=O)C(O)C(O)C([O-])=O.[O-]C(=O)C(O)C(O)C([O-])=O YLQCOSAFPRCDKP-UHFFFAOYSA-J 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000010494 opalescence Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 208000006379 syphilis Diseases 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/94—Bismuth compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung des Natriumsalzes-der Tribismutylweinsäure in fester kristallisierter Form In der Literatur finden sich. keine Angaben über die Darstellung eines kristallisierten Natriumsalzies der Tribismuty1wei;n.-säure.Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized form In the literature there are. no information about the preparation of a crystallized sodium salt of tribismutyl-n-acid.
Versuche, die A. Rosenheim und W. V o gel s ang (Z. anorg. Chemie 48, 205, 19o6) auf Grund ihrer Ergebnisse bei der Darstellung von Kaliumsalzen verschiedener Bismutylweinsäuren zur Darstellung von Natriumbismutyltartraben in kristallisierter Form unternahmen, verliefen alle ergebnislos (l. c. bes. S. 2r2). Die Aussicht, wohl charakterisierte Natriumsalze herzustellen, war auch sehr gering, da trotz der KristallisatiQn.sfreudigkeit der Kaliumsalze der Weinsäure die Darstellung z. B. der kristallisierten Kaliumtribismutylweinsäure eine wenig befriedigende ist.Attempts made by A. Rosenheim and W. V o gel s ang (Z. anorg. Chemie 48, 205, 19o6) on the basis of their results in the preparation of potassium salts of various bismuthyltartaric acids for the preparation of sodium bismuthyltartarene in crystallized form were all unsuccessful ( lc especially p. 2r2). The prospect of producing well-characterized sodium salts was also very slim, since despite the tendency of the potassium salts of tartaric acid to crystallize, the preparation e.g. B. the crystallized potassium tribismutyltartaric acid is not very satisfactory.
Es wurde nun gefunden, daß man überraschenderweise zu der kristallisierten Natriumverbindung der Tribismutilweinsäure gelangen kann, wenn man bei der Darstellung einen Überschuß an Natronlauge vermeidet. Man arbeitet in der Weise, daß man entweder Wismuttartrat in der berechneten Menge doppelt normaler Natronlauge löst oder eine Mischung von molekularen Mengen Weinsäure und Wismutnitrat mit so viel Natronlauge versetzt, daß der entstehende Niederschlag gerade gelöst wird. Überläßt man diese Lösungen sich selbst, so scheiden sich nach einiger Zeit reichliche Mengen weißer kleiner Kristallblättchen aus.It has now been found that, surprisingly, the crystallized Sodium compound of tribismutiltartaric acid can get if one looks at the representation avoids an excess of sodium hydroxide solution. One works in such a way that one either Bismuth tartrate dissolves in the calculated amount of twice normal sodium hydroxide solution or one Mixture of molecular amounts of tartaric acid and bismuth nitrate with so much caustic soda added that the resulting precipitate is just being dissolved. Leave this to you Solutions themselves, so after a while, copious amounts of whites separate small crystal flakes.
Die Verbindung ist uniersetzt in Wasser Löslich, besonders leicht durch kurzes Anwärmen; die Lösung ist kochbeständig, bleibt klar bei Zusatz von Alkalien und läßt durch Säuren die Tribismutylweinsäure ausfallen, die wieder mit Alkalicarbonaten und Atzalkall:en klar in Lösung geht. Das Natriumbismutyltartrat -ist optisch aktiv. Das Salz ist bei der bekannten guten Wirkung der Alkalibismutyltartrate auf Spirochäten in der Chemotherapie der Syphilis von großer praktischer Bedeutung. -Beispiele i. In eine Lösung von 309 Weinsäure in 4o ccm ion NaOH und 6o ccm Wasser wird eine Lösung von 96g Wismutnitrat in 30 ccm HN03 (i, q) und 45 ccm Wasser unter Rühren gegeben. Der anfangs auftretende Niederschlag geht wieder in Lösung. Darauf werden vorsichtig 85 ccm ion Na011 hinzugesetzt. Der nunmehr entstehende Niederschlag löst sich beim Durchschütteln gerade noch auf. Eine evtl. noch bestehende Opaleszenz wird durch Filtrieren beseitigt. Die Lösung wird während einiger Zeit sich selbst überlassen. Sollte der zuerst sich bildende Kristallansatz an den Wänden verfärbt sein, so. kann davon abdekantiert werden. Das Filtrat scheidet dann einen schönen weißen Kristallbrei ab. Durch gutes Abnutschien und kurzes Waschen mit Eiswasser wird ein Kristallbrei erhalten, der obige Eigenschaften aufweist.The compound is completely soluble in water, particularly easily by brief heating; the solution is stable to boiling, remains clear when alkalis are added and acids cause the tribismutyltartaric acid to precipitate, which again dissolves clearly with alkali carbonates and caustic alkali. The sodium bismuth tartrate is optically active. The salt is of great practical importance in the well-known good effect of the alkali dismutyl tartrate on spirochetes in the chemotherapy of syphilis. -Examples i. In a solution of tartaric acid in 309 cc of ion 4o NaOH and 6o cc of water, a solution of 96g of bismuth nitrate in 30 cc of HN03 (i, q) and 45 cc of water is added with stirring. The initially occurring precipitate goes back into solution. 85 cc of ion Na011 are then carefully added. The resulting precipitate just dissolves when shaken. Any remaining opalescence is removed by filtration. The solution is left to itself for some time. If the crystal that forms first is discolored on the walls, then so. can be decanted from it. The filtrate then separates a beautiful white crystal pulp. By good suction and brief washing with ice water, a crystal slurry is obtained which has the above properties.
Analyse: C.H,06 (Bi0)3Na; Ber.: Bi 74,29°/o; Gef.: Bi 7q.,3100.Analysis: C.H. 06 (Bi0) 3Na; Calc .: Bi 74.29%; Found: Bi 7q., 3100.
2. Es werden 18,7 g Wäsmuttartrat in 5o ccm 2n Natronlauge gelöst, wenn nötig klar filtriert und bei Raumtemperatur acht Tage sich selbst überlassen. Dann wird der ausgeschiedene fein kristallinische Niederschlag abgenutscht und mit wenig eiskaltem Wasser gewaschen. Die lufttrockenen Kristalle zeigen obige Zusammensetzung und Eigenschaften.2. 18.7 g of Wäsmuttartrat are dissolved in 5o ccm of 2N sodium hydroxide solution, if necessary, filtered clear and left to stand at room temperature for eight days. The fine crystalline precipitate which has separated out is then filtered off with suction and taken with it Washed a little ice-cold water. The air-dry crystals show the above composition and properties.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF55545D DE485197C (en) | 1924-02-24 | 1924-02-24 | Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized form |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF55545D DE485197C (en) | 1924-02-24 | 1924-02-24 | Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized form |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE485197C true DE485197C (en) | 1929-10-28 |
Family
ID=7107707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF55545D Expired DE485197C (en) | 1924-02-24 | 1924-02-24 | Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized form |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE485197C (en) |
-
1924
- 1924-02-24 DE DEF55545D patent/DE485197C/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2209132A1 (en) | ||
| DE485197C (en) | Process for the preparation of the sodium salt of tribismutyltartaric acid in solid crystallized form | |
| DE3334211A1 (en) | DIHYDROXYALCANDIPHOSPHONIC ACIDS | |
| CH457386A (en) | Process for the production of stannogluconic acid and its salts | |
| DE608667C (en) | Process for the preparation of water-soluble zinc compounds of oxymethanesulfinic acid | |
| DE726545C (en) | Process for the production of potash from very dilute solutions, e.g. B. sea water | |
| DE1079599B (en) | Process for the preparation of complex compounds | |
| US1906666A (en) | Process for making bismuth sodium gluconate and colloidal solution produced thereby | |
| DE415320C (en) | Process for the preparation of 2-oxy-1-arylaminonaphthalene sulfonic acids | |
| DE573130C (en) | Process for the production of water-soluble antimony salts | |
| DE254187C (en) | ||
| DE661884C (en) | Process for the production of drops of substituted barbituric acids | |
| DE351384C (en) | Production of a colloidal iron solution with a neutral or weakly alkaline reaction | |
| DE415095C (en) | Process for the production of a bismuth complex compound of the quinoline series which is readily soluble in water | |
| DE616985C (en) | ||
| DE539702C (en) | Process for obtaining low-water or anhydrous sulfates | |
| DE497909C (en) | Process for the preparation of readily soluble salts of N-substituted benzimidazolonarsinic acids | |
| DE738814C (en) | Process for the separation of mellitic acid | |
| DE398406C (en) | Process for the production of aluminum formate solutions | |
| DE411956C (en) | Process for the production of soluble acidic calcium or calcium-magnesium salts of inositol phosphoric acid | |
| DE555166C (en) | Production of alkali nitrates from chlorides | |
| DE557519C (en) | Process for the preparation of easily soluble alkali salts of acylaminophenolar acids | |
| DE944953C (en) | Process for the preparation of a therapeutic agent consisting of the calcium salt of Ca-ethylene diamine tetraacetic acid | |
| DE148069C (en) | ||
| DE1518102C3 (en) | Process for the preparation of a pure water-soluble condensation product suitable for therapeutic purposes from m-cresol sulfonic acid and formaldehyde |