DE209502C - - Google Patents
Info
- Publication number
- DE209502C DE209502C DENDAT209502D DE209502DA DE209502C DE 209502 C DE209502 C DE 209502C DE NDAT209502 D DENDAT209502 D DE NDAT209502D DE 209502D A DE209502D A DE 209502DA DE 209502 C DE209502 C DE 209502C
- Authority
- DE
- Germany
- Prior art keywords
- aminosulfonic acid
- percent
- acid
- formaldehyde
- parts
- 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.)
- Active
Links
- IIACRCGMVDHOTQ-UHFFFAOYSA-N Sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 claims description 7
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- HFFLGKNGCAIQMO-UHFFFAOYSA-N Chloral Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium(0) Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000000249 desinfective Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Beim Behandeln von Aminosulfonsäure mit Aldehyden (R-CHO) erhielten K rafft und Bourgeois (Berichte 25, S. 475) die gesuchten Kondensationsprodukte R · C : N · S O3 H ■ 5 nicht. Es wurde dem entgegen gefunden, daß die aminosulfonsäuren Salze im Gegensatz zur freien Aminosulfonsäure die gewünschte Kondensation in glatter Weise eingehen. Die Reaktion vollzieht sich nach der Gleichung R'C HO + N H2SO3-R, When treating aminosulfonic acid with aldehydes (R-CHO) , K rphia and Bourgeois (Reports 25, p. 475) did not receive the sought-after condensation products R · C: N · SO 3 H · 5. Contrary to this, it has been found that the aminosulfonic acid salts, in contrast to the free aminosulfonic acid, enter into the desired condensation in a smooth manner. The reaction takes place according to the equation R'C HO + NH 2 SO 3 -R,
=·. R-C H :N'S O3'R1+ H2O, = ·. RC H: N'S O 3 'R 1 + H 2 O,
wobei R Wasserstoff oder ein kohlenstoffhaltiges Radikal und Rj ein Metall oder einen anderen salzbildenden Rest bedeuten.where R is hydrogen or a carbon-containing radical and Rj is a metal or another salt-forming radical.
Von besonderer Wichtigkeit ist das mittels Formaldehyd entstehende Kondensationsprodukt.
... . ■
Beispiele.The condensation product formed by means of formaldehyde is of particular importance. ... ■
Examples.
i. 9,7 kg Aminosulfonsäure werden mit Sodalösung neutralisiert und mit 7,5 kg 40 prozentigem Formaldehyd versetzt. Nachdem man kurze Zeit auf ungefähr 50 ° C. erwärmt hat, setzt man Alkohol zu. Dabeii. 9.7 kg of aminosulfonic acid are neutralized with soda solution and with 7.5 kg 40 percent formaldehyde added. After heating to about 50 ° C. for a short time you add alcohol. Included
2S entsteht eine ölige Fällung, welche in der Kälte kristallinisch erstarrt. Das so erhaltene inethyleniminqsulfonsaure Natrium - 2 S forms an oily precipitate, which solidifies crystalline in the cold. The inethyleniminqsulfonsaure thus obtained sodium -
. C H2: NS O3Na . CH 2 : NS O 3 Na
ist ein weißes, in Wasser leicht lösliches Kri-■ stallpulver, das bei 125 ° teilweise schmilzt und bei 2300 zu verkohlen beginnt. Statt des Fonnaldehyds können andere Aldehyde, j ζ. B.: Chloral, angewandt werden.is a white, readily soluble in water crisis ■ stall powder melting at 125 ° and partially melts at 230 0 begins to char. Instead of the formaldehyde, other aldehydes, j ζ. E.g .: chloral, can be used.
2. 100 Teile Aminosulfonsäure werden mit Barythydrat neutralisiert, und zur 50 ° warmen · Lösung des Bariumsalzes werden 55 Teile Acetaldehyd von 80 Prozent gegeben. Nach kurzer Zeit kann man mittels Alkohol einen Kristallbrei feiner weißer Blättchen des äthylideniminosulfonsauren Bariums ausfällen.2. 100 parts of aminosulfonic acid are used with Barythydrate is neutralized, and 55 parts of acetaldehyde are added to the 50 ° solution of the barium salt given by 80 percent. After a short time, alcohol can be used to create a crystal pulp Precipitate fine white flakes of äthylideniminosulfonsauren barium.
3. 100 Teile Aminosulfonsäure werden unter Kühlung mit Ammoniak neutralisiert; in die erhaltene Lösung läßt man unter Rühren yy Teile Formaldehyd von 40 Prozent zutropfen. Auf Zusatz von Alkohol kristallisieren in der Kälte derbe Kristalle vom Schmelzpunkt 185 ° aus. Die Analyse dieses Produktes ergab3. 100 parts of aminosulfonic acid are neutralized with ammonia while cooling; yy parts of 40 percent formaldehyde are added dropwise to the solution obtained, with stirring. When alcohol is added, coarse crystals with a melting point of 185 ° crystallize out in the cold. Analysis of this product showed
C 9,56 ProzentC 9.56 percent
H 5,3
5 26,5 H 5.3
5 26.5
Der KörperThe body
CH2: N-SO3NH1 CH 2 : N-SO 3 NH 1
verlangt:requires:
9,5 Prozent9.5 percent
4.8 25.4 - ·4.8 25.4 - ·
Erhitzt man eine konzentrierte wäßrige Lösung des methyleniminosulfonsauren Ammons auf 50 °, so findet Zersetzung statt.A concentrated aqueous solution is heated of the methyleniminosulfonic acid ammonium to 50 °, decomposition takes place.
Die hergestellten Produkte sollen als Desinfektions- und Heilmittel dienen.The manufactured products are intended to be used as disinfectants and medicinal products.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE209502C true DE209502C (en) |
Family
ID=471465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT209502D Active DE209502C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE209502C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1156402B (en) * | 1961-12-21 | 1963-10-31 | Wasagchemie Ag | Process for the production of methylenaminosulfonic acid ammonium |
| DE1163843B (en) * | 1959-09-26 | 1964-02-27 | Wasag Chemie Aktiengesellschaft Essen | Process for the preparation of cyclotrimethylene trinitramine. |
| US3124578A (en) * | 1964-03-10 | Methob of producing cyclotri- | ||
| US5685195A (en) * | 1992-08-27 | 1997-11-11 | Itt Automotive Europe Gmbh | Crank assembly for a screen wiper drive of an automotive vehicle |
-
0
- DE DENDAT209502D patent/DE209502C/de active Active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3124578A (en) * | 1964-03-10 | Methob of producing cyclotri- | ||
| DE1163843B (en) * | 1959-09-26 | 1964-02-27 | Wasag Chemie Aktiengesellschaft Essen | Process for the preparation of cyclotrimethylene trinitramine. |
| DE1156402B (en) * | 1961-12-21 | 1963-10-31 | Wasagchemie Ag | Process for the production of methylenaminosulfonic acid ammonium |
| US5685195A (en) * | 1992-08-27 | 1997-11-11 | Itt Automotive Europe Gmbh | Crank assembly for a screen wiper drive of an automotive vehicle |
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