AT69845B - Process for the preparation of secondary, sulfosalicylic acid hexamethylenetetramine. - Google Patents
Process for the preparation of secondary, sulfosalicylic acid hexamethylenetetramine.Info
- Publication number
- AT69845B AT69845B AT69845DA AT69845B AT 69845 B AT69845 B AT 69845B AT 69845D A AT69845D A AT 69845DA AT 69845 B AT69845 B AT 69845B
- Authority
- AT
- Austria
- Prior art keywords
- sulfosalicylic acid
- hexamethylenetetramine
- preparation
- acid hexamethylenetetramine
- salt
- Prior art date
Links
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 title description 16
- 235000010299 hexamethylene tetramine Nutrition 0.000 title description 8
- 239000004312 hexamethylene tetramine Substances 0.000 title description 8
- WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical compound O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 title description 7
- 238000000034 method Methods 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- 150000003839 salts Chemical class 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
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Verfahren zur Darstellung von sekundärem, sulfosalizylsaurem Hexamethylentetramin.
EMI1.1
beschrieben, welches durch Einwirkung eines Gewichtsteiles Hexamethylentetranin auf zwei Gewichtsteile Sulfosahzylsäure erhalten wird. In dieser Patentschrift ist weiter angegeben, dass die Sulfosalizylsäure mit mehr als einem Äquivalent Hexamethylentetramin nur schlecht kristallisierende und schwer zu reinigende Produkte liefert. Diese Annahme hat sich als irrtümlich erwiesen. Sie ist zurückzuführen auf die grosse Wasserlöslichkeit des aus einem Äquivalent Sulfosalizylsäure und zwei Äquivalenten Hexamethylentetramin bestehenden Salzes sowie auf die Neigung desselben, übersät+igte Lösungen zu bilden.
Tatsächlich kann das sekundäre Salz in gut ausgebildeten und beständigen Kristallen erhalten werden, wenn man zwei Äquivalente Hexamethylentetramin auf ein Äquivalent Sulfosalizylsäure, zweckmässig in alkoholischer Lösung, einwirken lässt.
Beispiel : 7 kg Hexamethylentetramin werden in 44 l siedendem Alkohol gelöst und mit einer Auflösung von 5#5 kg Sulfosalizylsäure in 3'5 I heissem Alkohol versetzt. Beim Erkalten scheidet sich das sekundäre, sulfosalizylsaure Hexamethylentetramin in Gestalt grosser, wohl- ausgebildeter Kristalle ab, die abgesaugt und mit wenig Alkohol gewaschen werden. Das neue Salz löst sich sehr leicht in Wasser, schwer in Alkohol, Äther, Azeton und Chloroform. Gegen 180" schmilzt es unter Gelbfärbung. Die Analyse ergab 6'29% Schwefel gegen 6'44% der Theorie.
Das sekundäre, suifosalizylsaurc Hexamethylentetramin ist wegen seiner grossen Wasserlöslichkeit zu Spülungen besser geeignet als das erheblich schwerer lösliche primäre Salz. Es wirkt auch, jedenfalls infolge seiner geringeren Azidität, weniger reizend als das primäre Salz. dem es im übrigen in seiner vorzüglichen Wirkung auf die erkrankte Blase M'hr ahnhch ist. Ins-
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of secondary, sulfosalicylic acid hexamethylenetetramine.
EMI1.1
described, which is obtained by the action of one part by weight of hexamethylenetetranine to two parts by weight of sulfozylic acid. This patent also states that sulfosalicylic acid with more than one equivalent of hexamethylenetetramine gives products that are difficult to crystallize and difficult to clean. This assumption has been proven erroneous. It is due to the high solubility in water of the salt, which consists of one equivalent of sulfosalicylic acid and two equivalents of hexamethylenetetramine, and the tendency of the same to form saturated solutions.
In fact, the secondary salt can be obtained in well-formed and stable crystals if two equivalents of hexamethylenetetramine are allowed to act on one equivalent of sulfosalicylic acid, advantageously in an alcoholic solution.
Example: 7 kg of hexamethylenetetramine are dissolved in 44 liters of boiling alcohol, and 5 kg of sulfosalicylic acid are dissolved in 3.5 liters of hot alcohol. On cooling, the secondary, sulfosalicylic acid hexamethylenetetramine separates out in the form of large, well-formed crystals, which are filtered off with suction and washed with a little alcohol. The new salt dissolves very easily in water, difficult in alcohol, ether, acetone and chloroform. It melts towards 180 "with a yellow color. The analysis showed 6'29% sulfur against 6'44% of theory.
The secondary, suifosalicylic acid, hexamethylenetetramine, is more suitable for rinsing because of its high solubility in water than the considerably less soluble primary salt. It is also less irritating than the primary salt, at least because of its lower acidity. which, by the way, is very good in its excellent effect on the diseased bladder. In-
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE69845X | 1913-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT69845B true AT69845B (en) | 1915-09-10 |
Family
ID=5635196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT69845D AT69845B (en) | 1913-04-24 | 1913-08-28 | Process for the preparation of secondary, sulfosalicylic acid hexamethylenetetramine. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT69845B (en) |
-
1913
- 1913-08-28 AT AT69845D patent/AT69845B/en active
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