DE116866A - - Google Patents
Info
- Publication number
- DE116866A DE116866A DE116866A DE 116866 A DE116866 A DE 116866A DE 116866 A DE116866 A DE 116866A
- Authority
- DE
- Germany
- Prior art keywords
- naphtazarine
- naphtazarin
- sulfonic acid
- oxidized
- solution
- 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.)
- Pending
Links
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 229940001607 sodium bisulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
M 116866 KLASSE 22 b. M 116866 CLASS 22 b.
Nach dem Verfahren der Patentschrift 106033 erhält man eine Sulfosäure des Naphtazarins, indem man die Leukoverbindung des bei der Darstellung des Naphtazarins entstehenden Zwischenproductes nach vorhergehender Behandlung mit rauchender Schwefelsäure in wässeriger Lösung mit Mineralsäuren erwärmt.A sulfonic acid of naphtazarin is obtained by the process of patent specification 106033, by removing the leuco compound of the intermediate product arising in the preparation of naphtazarin warmed up with mineral acids after previous treatment with fuming sulfuric acid in an aqueous solution.
Es wurde beobachtet, dafs diese Naphtazarinsulfosäure leicht in der Weise dargestellt werden kann, dafs man das Naphtazarin oder auch das Naphtazarinzwischenproduct aus Ci1 a3-Dinitronaphtalin mit Bisulfiten in concentrirter wässeriger Lösung auf dem Wasserbad erwärmt und die so entstehende Leukosulfosäure oxydirt.It has been observed that this naphtazarine sulfonic acid can easily be prepared in such a way that the naphtazarine or the naphtazarine intermediate product of Ci 1 a 3 -dinitronaphthalene with bisulfites in concentrated aqueous solution is heated on a water bath and the leucosulfonic acid thus formed is oxidized.
Beim Erwärmen des Naphtazarins mit concentrirter Bisulfitlösung auf dem Wasserbad verläuft die Reaction anders als dann, wenn man Naphtazarin bei gelinder Wärme nach dem Verfahren der Patentschrift 41518 mit Bisulfit behandelt. Das Beispiel dieser Patentschrift verwendet 10 pCt. Naphtazarinteig mit der zwei- bis dreifachen Menge Natriumbisulfit und erwärmt dies Gemenge mehrere Tage auf 50 bis 7 o°. Es entsteht dann eine Verbindung, für welche die geringe Beständigkeit gegen Alkali charakteristisch ist; durch Alkali wird aus ihr Naphtazarin regenerirt. Die aus Naphtazarin beim Erwärmen mit concentrirtem Bisulfit auf ca. ioo° entstehende Leukonaphtazarinsulfosäure ist im Gegensatz dazu gegen Alkali beständig, und durch Oxydation in alkalischer Lösung geht sie in Naphtazarinsulfosäure über.On warming the naphtazarin with a concentrated bisulphite solution on a water bath the reaction proceeds differently than when naphtazarine is followed by mild heat the method of patent specification 41518 with Treated bisulfite. The example of this patent uses 10 pct. Naphtazarine batter with two to three times the amount of sodium bisulfite and heats this mixture for several days 50 to 7 o °. A connection is then created for which the low resistance is characteristic of alkali; naphtazarine is regenerated from it by alkali. From Naphtazarin, leuconaphtazarin sulfonic acid formed when heated with concentrated bisulfite to about 100 ° In contrast, it is resistant to alkali, and by oxidation it is more alkaline Solution it goes over in naphtazarin sulfonic acid.
ι Th. Naphtazarinzwischenproduct oder Naphtazarin wird mit der zehnfachen Menge einer 3oproc. Bisulfitlösung drei bis vier Stunden im Wasserbad erwärmt, wobei die ganze Masse gewöhnlich erstarrt. Sodann wird Wasser zugegeben, erwärmt und fülrirt. Das Filtrat wird alkalisch gemacht und durch Einleiten von Luft die in Lösung befindliche Leukoverbindung oxydirt, oder auch erst angesäuert und nach dem Wegkochen der schwefligen Säure oxydirt. Die Naphtazarinsulfosäure kann in Form ihres Natriumsalzes ausgesalzen werden.ι Th. Naphtazarin intermediate or Naphtazarin is ten times the amount of a 3oproc. Bisulfite solution three to four hours warmed in a water bath, the whole mass usually solidifying. Then water is added, heated and frozen. The The filtrate is made alkaline and that which is in solution is made alkaline by the introduction of air Leuco compound is oxidized, or only acidified and oxidized after the sulphurous acid has boiled away. The naphtazarine sulfonic acid can be salted out in the form of its sodium salt.
Claims (1)
Family
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