CH235945A - Verfahren zur Darstellung eines Calciumsalzes eines Sulfonamids. - Google Patents
Verfahren zur Darstellung eines Calciumsalzes eines Sulfonamids.Info
- Publication number
- CH235945A CH235945A CH235945DA CH235945A CH 235945 A CH235945 A CH 235945A CH 235945D A CH235945D A CH 235945DA CH 235945 A CH235945 A CH 235945A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- preparation
- sulfonamide
- calcium salt
- amino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 159000000007 calcium salts Chemical class 0.000 title claims description 3
- 229940124530 sulfonamide Drugs 0.000 title claims description 3
- 150000003456 sulfonamides Chemical class 0.000 title claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 229940043430 calcium compound Drugs 0.000 claims description 2
- 150000001674 calcium compounds Chemical class 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 2
- 239000000292 calcium oxide Substances 0.000 description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 calcium hydrogen Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000004552 water soluble powder Substances 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
- C07D231/48—Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Yerfaliren zur Darstellung eines Caleiumsalzes eines Sulfonamids.
EMI0001.0005
-Im <SEP> Hauptpatent <SEP> wt <SEP> ein <SEP> Verfahren <SEP> zur
<tb> Herstellung <SEP> von <SEP> organischen <SEP> Salzen <SEP> der
<tb> p-Amino-benzolsulfonyl-a-amino-.pyriidin-Bz N-methylensulfosä,uTe <SEP> beschrieben.
EMI0001.0006
Es <SEP> wurde <SEP> nun: <SEP> gefunden, <SEP> .dass <SEP> das <SEP> Caleivnm salz@ <SEP> der <SEP> erwähnten <SEP> Säure <SEP> der <SEP> folgenden
<tb> Formel <SEP> .
EMI0001.0007
hohen therapeutischen Wert und gute Ver- traglichkeit besitzt und sich ausserdem durch ausserordentlich leichte Wasserlöslichkeit aus- zeichnet. Die 10%ige wässerige Lösung hat ein p$ von 6,7.
Gegenstand: des vorliegenden Patentes ist ein Verfahren zur Darstellung des oben ge nannten Calciumsalzes, welches dadurch ge- kennzeichnet ist, dass man eine basische Cal- ciumverbindung, z.
B. Calciumcarbonat oder Calciumhydrogyd, gegebenenfalls in der Wärme, oder auch Calciumogyd in Gegen- wart ' von Wasser auf die p-Amino,-benzol- sulfonyl -a- am@iuo-pyridini-B.z-N- methylen- suulfosäun einwirken lässt und das Reaktions- produkt in, Gegenwart von Alkohol,
beispiels- weise von Äthyl- oder Isopropylalkohol, zur Kristallisation bringt.
<I>Beispiel 1:</I> 68,6 g p--Amiuo-benzolsulfonyl-a-amina- pyridin-Bz-N-methylensulfosäure lässt man mit 11 g Calciumcarbonat in 250 cm3 Wasser bei mässiger Wärme reagieren, bis die Ent- wicklung von<B>CO,</B> aufgehört hat, filtriert und versetzt die klare Lösung mit 2000 cms Isopro@pylalkohol.
Das neue Salz kristallisiert in schöne Na deln mit 2 Mol. gristallwasIser.
<I>" Beispiel 2:</I> 15 g Calciumogyd versetzt man zuerst mit wenig, dann mit 250 cm3 Wasser, fügt 85,84 g p-Amino-benzal@sulfonyl-a-amino- pyTidin-Bz-N-methylensulfosäure hinzu, wo bei unter Umrühren bei mässigem Erwärmen Auflösung erfolbgt. Man filtriert und versetzt ,
das Filtrat mit 1250 ein' Isopropylalkohol. Die neue Calciumv'orbindung wird dadurch ausgefällt. Das weisse, leicht wasserlösliche Pulver enthält kein; Kristallwasser.
Claims (1)
- PATENTANSPRUCH: Verfahren zur Darstellung eines Calcium- salzes eines Sulfonamides, dadurch gekenn zeichnet, dass man eine basische Caleium- verbindung auf dio p-Amino-benzolsu-lfanyl- a - amino - pyridin -Bz -N - methylensulfosäure einwirken lässt und das Reaktionsprodukt in Gegenwart eines Alkohols zur Kristallisation bringt.Das neue Produkt ist in Wasser sehr leicht löslich. Die 10%ige wässerige Lösung hat einen pH-Wert von 6,7.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH235945T | 1942-09-19 | ||
| CH228551T | 1943-04-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235945A true CH235945A (de) | 1944-12-31 |
Family
ID=25727224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235945D CH235945A (de) | 1942-09-19 | 1942-09-19 | Verfahren zur Darstellung eines Calciumsalzes eines Sulfonamids. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235945A (de) |
-
1942
- 1942-09-19 CH CH235945D patent/CH235945A/de unknown
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