CH215570A - Process for the preparation of a mixture of sodium salts of acylated aminomethanesulfonic acids. - Google Patents
Process for the preparation of a mixture of sodium salts of acylated aminomethanesulfonic acids.Info
- Publication number
- CH215570A CH215570A CH215570DA CH215570A CH 215570 A CH215570 A CH 215570A CH 215570D A CH215570D A CH 215570DA CH 215570 A CH215570 A CH 215570A
- Authority
- CH
- Switzerland
- Prior art keywords
- mixture
- aminomethanesulfonic
- acids
- acylated
- sodium salts
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 9
- OBESRABRARNZJB-UHFFFAOYSA-N aminomethanesulfonic acid Chemical class NCS(O)(=O)=O OBESRABRARNZJB-UHFFFAOYSA-N 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 159000000000 sodium salts Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 8
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 235000019398 chlorine dioxide Nutrition 0.000 claims description 4
- OSVXSBDYLRYLIG-UHFFFAOYSA-N chlorine dioxide Inorganic materials O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 claims description 4
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000005187 foaming Methods 0.000 claims description 3
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- UOULCEYHQNCFFH-UHFFFAOYSA-M sodium;hydroxymethanesulfonate Chemical compound [Na+].OCS([O-])(=O)=O UOULCEYHQNCFFH-UHFFFAOYSA-M 0.000 claims 1
- DETXZQGDWUJKMO-UHFFFAOYSA-N 2-hydroxymethanesulfonic acid Chemical compound OCS(O)(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical class OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- -1 aliphatic sulfamides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
Classifications
-
- 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
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Gemisches von Natriumsalzen acylierter Aminomethansulfosäuren. Es wurde gefunden, dass man durch Kon densation von aliphatischen Sulfamiden der allgemeinen Formel RS02NH2 und deren sub- stituierten Produkten mit Formaldehydbisulfit zu Sulfonsäuren gemäss folgender Gleichung gelangt RS02NH2 -+- C1120 - NaHS0s = RS02NH
# CH@SO3Na -f - H20 <I>Die</I> Umsetzung gestattet in sehr einfacher Weise die Herstellung von in der Aminogruppe durch den Sulfonsäurerest acylierten Amino- methansulfönsäuren bezw. deren Salzen.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Gemisches von Natriumsalzen von durch einen Sulfon- säurerest acylierten Aminomethansulfonsäuren, welches dadurch gekennzeichnet ist, dass man Formaldehyd-Natriumbisulfit auf ein Sulfamid- gemisch einwirken lässt, das durch gleichzeitige Einwirkung von Chlor und Schwefeldioxyd auf eine Benzinfraktion mit den Siedegrenzen 230 bis 320 und anschliessende Umsetzung mit Ammoniak erhalten wurde.
Das erhaltene Produkt ist in Wasser löslich und kann als Textilhilfsmittel ver wendet werden.
<I>Beispiel 1:</I> 270 Gewichtsteile eines Sulfamidgemisches, hergestellt durch gleichzeitige Einwirkung von Chlor und Schwefeldioxyd auf eine Benzin fraktion von den Siedegrenzen 230 bis 320 und Behandlung der entstandenen Sulfochloride mit Ammoniak, werden mit einer Lösung von 190 Gewichtsteilen Formaldehyd-Natriumbi- sulfit in 200 Gewichtsteilen Wasser versetzt und mehrere Stunden unter Rückfluss gekocht.
Nachdem darauf alles Wasser abdestilliert und das Produkt kurze Zeit nacherhitzt worden ist, bleibt eine hellbraune, in Wasser lösliche Substanz, deren Lösung gutes Schaumvermögen besitzt, zurück.
Das Produkt kann als Textilhilfsmittel verwendet werden.
<I>Beispiel 2:</I> 270 Gewichtsteile eines Sulfamidgemisches, hergestellt durch gleichzeitige Einwirkung von Chlor und Schwefeldioxyd auf eine Benzin fraktion mit den Siedegrenzen 230 bis 320 und Behandlung der entstandenen Sulfochloride mit Ammoniak, werden unter gutem Rühren mit 190 Gewichtsteilen Formaldehyd-Natrium- bisulfit auf 160 bis 170 erhitzt, bis eine Probe der Substanz löslich geworden ist. Das entstandene hellbraune Produkt ist eine wasser lösliche Substanz, deren Lösungen gutes Schaumvermögen zeigen.
Process for the preparation of a mixture of sodium salts of acylated aminomethanesulfonic acids. It has been found that condensation of aliphatic sulfamides of the general formula RS02NH2 and their substituted products with formaldehyde bisulfite leads to sulfonic acids according to the following equation RS02NH2 - + - C1120 - NaHS0s = RS02NH
# CH @ SO3Na -f - H20 <I> The </I> reaction allows in a very simple manner the production of amino methanesulfonic acids acylated in the amino group by the sulfonic acid residue. their salts.
The subject of the present patent is a process for the preparation of a mixture of sodium salts of aminomethanesulfonic acids acylated by a sulfonic acid residue, which is characterized in that formaldehyde-sodium bisulfite is allowed to act on a sulfamide mixture, which by the simultaneous action of chlorine and sulfur dioxide on a Gasoline fraction with boiling limits 230 to 320 and subsequent reaction with ammonia was obtained.
The product obtained is soluble in water and can be used as a textile auxiliary.
<I> Example 1: </I> 270 parts by weight of a sulfamide mixture, produced by the simultaneous action of chlorine and sulfur dioxide on a gasoline fraction of the boiling limits 230 to 320 and treatment of the resulting sulfochlorides with ammonia, are mixed with a solution of 190 parts by weight of formaldehyde Sodium bisulfite is added to 200 parts by weight of water and the mixture is refluxed for several hours.
After all the water has been distilled off and the product has been reheated for a short time, a light brown, water-soluble substance, the solution of which has good foaming properties, remains.
The product can be used as a textile auxiliary.
<I> Example 2: </I> 270 parts by weight of a sulfamide mixture, produced by the simultaneous action of chlorine and sulfur dioxide on a gasoline fraction with boiling limits 230 to 320 and treatment of the resulting sulfochlorides with ammonia, are mixed with 190 parts by weight of formaldehyde with thorough stirring. Sodium bisulfite heated to 160 to 170 until a sample of the substance has become soluble. The resulting light brown product is a water-soluble substance whose solutions show good foaming properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE215570X | 1938-05-23 | ||
| CH213908T | 1939-05-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH215570A true CH215570A (en) | 1941-06-30 |
Family
ID=25725518
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH215570D CH215570A (en) | 1938-05-23 | 1939-05-03 | Process for the preparation of a mixture of sodium salts of acylated aminomethanesulfonic acids. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH215570A (en) |
-
1939
- 1939-05-03 CH CH215570D patent/CH215570A/en unknown
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