DE228914C - - Google Patents
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- Publication number
- DE228914C DE228914C DENDAT228914D DE228914DA DE228914C DE 228914 C DE228914 C DE 228914C DE NDAT228914 D DENDAT228914 D DE NDAT228914D DE 228914D A DE228914D A DE 228914DA DE 228914 C DE228914 C DE 228914C
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- DE
- Germany
- Prior art keywords
- parts
- thionaphthene
- steam
- reaction
- acid
- 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.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
- C07D333/64—Oxygen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Paper (AREA)
Description
PATENTSCHRIFTPATENT LETTERING
KLASSE 12o. GRUPPE*CLASS 12o. GROUP*
Verfahren zur Darstellung von Thionaphtenderivaten.Process for the preparation of thionaphthene derivatives.
Zusatz zum Patente 224567 vom 23. Januar 1906.Addendum to patent 224567 from January 23, 1906.
Patentiert Im Deutschen Reiche vom 13. Juni 1906 ab. Längste Dauer: 22. Januar 1921.Patented in the German Empire on June 13, 1906. Longest duration: January 22, 1921.
Im Hauptpatent 224567 ist ein Verfahren zur Darstellung von Thionaphtenderivaten aus Aryltlüoglykolsäuren beschrieben.In the main patent 224567 a method for the preparation of thionaphthene derivatives is from Aryltlüoglykolsäuren described.
Es wurde nun gefunden, daß es unter Umständen zweckmäßig ist, dieses Verfahren bei Gegenwart von Verdünnurtgs- bzw. Flußmitteln auszuführen. Die Reaktion geht hierbei gleichmäßiger vor sich, ferner kann man in Fällen, in denen sonst eine breiige Reaktionsmasse vorliegt, eine leichtflüssige Schmelze erzielen, die Reaktion^ besser regeln und im Zusammenhang damit die Ausbeute erhöhen, und schließlich gelingt es bei Verwendung solcher Kondensationsmittel, welche gleichzeitig sulfierend wirken können, leichter den Eintritt I einer Sulfierung zu verhindern. ^It has now been found that it may be useful to use this method To be carried out in the presence of thinners or fluxes. The reaction is more even here in front of you, furthermore, in cases where otherwise a pulpy reaction mass is present, a slightly liquid melt can be achieved, better regulate the reaction and, in connection therewith, increase the yield, and finally it succeeds when using such condensation agents, which sulfating at the same time can act to more easily prevent the occurrence of sulfonation. ^
50 Teile p-Tolylthioglykolsäure werden in ao 50 Teilen Naphtalin gelöst. Hierzu gibt man in geeigneter Weise etwa 50 Teile Phosphorpentoxyd und erhitzt das Gemisch ein bis zwei Stunden in einem mit weitem Rückflußkühler versehenen Gefäß bis nahe zum Siede- punkt. Hierauf wird mit Wasser vermischt, «5 alkalisch gemacht und das Naphtalin mittels Dampf entfernt. Die alkalische Lauge wird sodann angesäuert und das 5-Methyl-3-oxy(i)-thionaphten in geeigneter Weise, z. B. durch Ausäthern oder Destillieren mit Wasserdampf, 3» isoliert.50 parts of p-tolylthioglycolic acid are in ao 50 parts of naphthalene dissolved. To this end, about 50 parts of phosphorus pentoxide are added in a suitable manner and heat the mixture for one to two hours in a vessel equipped with a large reflux condenser to near the boiling point. Period. It is then mixed with water, made alkaline, and the naphthalene by means of Steam removed. The alkaline liquor is then acidified and the 5-methyl-3-oxy (i) -thionaphthene in a suitable manner, e.g. B. by etherification or distillation with steam, 3 » isolated.
10 Teile Phenylthioglykolsäure werden in 10 Teilen Glycerin gelöst. Zu dieser Lösung läßt man, ohne zu kühlen, etwa 60 Teile Schwefelsäure von 66° Be. in dünnem Strahle einlaufen. Das Gemisch überläßt man etwa eine halbe Stunde sich selbst, verdünnt dann die olivegrüne Lösung mit Wasser und destilliert mit Dampf das entstandene 3-Oxy(i)-thionaphten ab.10 parts of phenylthioglycolic acid are dissolved in 10 parts of glycerol. To this solution one leaves, without cooling, about 60 parts of sulfuric acid at 66 ° Be. in a thin beam come in. The mixture is left to stand for about half an hour, then diluted the olive-green solution with water and the 3-oxy (i) -thionaphthene formed is distilled with steam away.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE228914T |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE228914C true DE228914C (en) |
Family
ID=33035726
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT224567D Active DE224567C (en) | |||
| DENDAT228914D Active DE228914C (en) |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT224567D Active DE224567C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (2) | DE228914C (en) |
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- DE DENDAT224567D patent/DE224567C/de active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| DE224567C (en) |
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