AT42292B - Process for the preparation of a sulfurized compound of quinine. - Google Patents
Process for the preparation of a sulfurized compound of quinine.Info
- Publication number
- AT42292B AT42292B AT42292DA AT42292B AT 42292 B AT42292 B AT 42292B AT 42292D A AT42292D A AT 42292DA AT 42292 B AT42292 B AT 42292B
- Authority
- AT
- Austria
- Prior art keywords
- quinine
- preparation
- sulfurized compound
- compound
- sulfurized
- Prior art date
Links
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 title description 14
- 235000001258 Cinchona calisaya Nutrition 0.000 title description 7
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 title description 7
- 229960000948 quinine Drugs 0.000 title description 7
- 150000001875 compounds Chemical class 0.000 title description 2
- 238000000034 method Methods 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- -1 monothio compound Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
Description
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Verfahren zur Darstellung einer geschwefelten Verbindung des Chinins.
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sielt ölige Tropfen von \\'asserstoffhvpersulrid ab.
Es wurde nun gefunden, dass sich Schwefel durch einfaches Erwärmen in das Molekül des Chinins einführen lässt, wenn man die Base bei wesentlich unter ihrem Schmelzpunkt liegenden Temperaturen mit Schwefel verschmilzt.
Um eine Monothioverbindung zu erhalten. verfährt man wie folgt : 100 g wasserfrc. ie Chinin- base werden mit etwa 20 g Schwefel fein gepulvert und in einer Retorte, die im Ölbade steht,
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gefällt, die ausgeschiedene Base in üblicher Weise gewonnen und durch Umlösen gereinigt.
Die neue Chininbase sieht gelblich aus, enthält Schwefel (Silberprobe) und färbt sich unter
Sintern bei 1200 C bräunlich, sie schmilzt bei 1350 C zu einer durchscheinenden, dunklen. braunen Masse.
Das, wie oben angegeben, dargestellte Produkt, die freie Thiobase des Chinins, ist in Nach- stehendem ausführlicher durch Angabe ihrer Löslichkeit in organischen Lösungsmitteln ge- kennzeichnet. Die freie Thiobase des Chinins ist in kaltem und warmem Äther-Alkohol zum Teil
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Process for the preparation of a sulfurized compound of quinine.
EMI1.1
sucks off oily drops of hydrogen persulride.
It has now been found that sulfur can be introduced into the quinine molecule by simply heating if the base is fused with sulfur at temperatures significantly below its melting point.
To get a monothio compound. proceed as follows: 100 g anhydrous. he quinine base is finely powdered with about 20 g of sulfur and placed in a retort in an oil bath,
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precipitated, the precipitated base obtained in the usual way and purified by dissolving.
The new quinine base looks yellow, contains sulfur (silver sample) and is undercolored
Sintering at 1200 C brownish, it melts at 1350 C to a translucent, dark one. brown mass.
The product presented, as indicated above, the quinine free thiobase, is characterized in more detail below by specifying its solubility in organic solvents. The free thiobase of quinine is partly in cold and warm ether-alcohol
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Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT42292T | 1909-03-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT42292B true AT42292B (en) | 1910-05-25 |
Family
ID=3561306
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT42292D AT42292B (en) | 1909-03-05 | 1909-03-05 | Process for the preparation of a sulfurized compound of quinine. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT42292B (en) |
-
1909
- 1909-03-05 AT AT42292D patent/AT42292B/en active
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