DE120586C - - Google Patents
Info
- Publication number
- DE120586C DE120586C DENDAT120586D DE120586DA DE120586C DE 120586 C DE120586 C DE 120586C DE NDAT120586 D DENDAT120586 D DE NDAT120586D DE 120586D A DE120586D A DE 120586DA DE 120586 C DE120586 C DE 120586C
- Authority
- DE
- Germany
- Prior art keywords
- thioacridone
- sulfur
- acridine
- akridon
- new
- 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
- FLCWLOFMVFESNI-UHFFFAOYSA-N 10H-acridine-9-thione Chemical compound C1=CC=C2C(=S)C3=CC=CC=C3NC2=C1 FLCWLOFMVFESNI-UHFFFAOYSA-N 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- DZBUGLKDJFMEHC-UHFFFAOYSA-N Acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 210000002268 Wool Anatomy 0.000 description 1
- HQCQQDRCLCJTPM-UHFFFAOYSA-N [Na+].[K+].N#C[Fe-3](C#N)(C#N)(C#N)(C#N)C#N Chemical compound [Na+].[K+].N#C[Fe-3](C#N)(C#N)(C#N)(C#N)C#N HQCQQDRCLCJTPM-UHFFFAOYSA-N 0.000 description 1
- 150000001251 acridines Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Pyridine Compounds (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
M 120586 KLASSE 12p. M 120586 CLASS 12p.
Durch Einwirkung von Schwefel auf Akridin entsteht eine neue Verbindung der Akridinreihe, die auf Grund ihrer Zusammensetzung und Reactionen als Thioakridon anzusehen ist.The effect of sulfur on acridine creates a new connection in the acridine series, which is to be regarded as a thioacridone due to its composition and reactions.
ι kg Akridin wird gemischt mit 0,25 kg Schwefel, im geschlossenen Gefäfse während
4 Stunden auf 200° erhitzt. Nach dem Erkalten wird das gepulverte Reactionsproduct
mit 40 kg Natronlauge von etwa 3 pCt. Na OH auf dem Dampfbade längere Zeit digerirt und
hierauf heifs filtrirt. Aus dem Filtrate krystallisirt beim Erkalten die neue Verbindung
in nahezu reinem Zustande in rothen Nadeln aus. Zur völligen Reinigung werden diese in
möglichst wenig concentrirter Salzsäure gelöst und das aus dieser Lösung auskrystallisirte
salzsaure Salz erneut mit der verdünnten Natronlauge wie oben behandelt. Das
haltene Thioakridonι kg of acridine is mixed with 0.25 kg of sulfur, heated in a closed vessel to 200 ° for 4 hours. After cooling, the powdered reaction product is mixed with 40 kg of caustic soda solution of about 3 pCt. Well digested on the steam bath for a long time and then filtered hot. On cooling, the new compound crystallizes out of the filtrate in an almost pure state in red needles. For complete purification, these are dissolved in as little concentrated hydrochloric acid as possible, and the hydrochloric acid salt crystallized out of this solution is treated again with the dilute sodium hydroxide solution as above. That
holding thioacridone
so er-so he
CSCS
'NR'NO
besitzt den Schmelzpunkt von 271°.
auch aus Akridon durch Erhitzenhas a melting point of 271 °.
also from Akridon by heating
Es kann mit Phosphor und Schwefel auf etwa 200° erhalten werden.It can be obtained with phosphorus and sulfur to about 200 °.
Das Thioakridon wird durch Oxydationsmittel, wie Jod, Ferricyankalium, unterchlorigsaures Natrium, in Akridon übergeführt; nach der Baumann'sehen Methode läfst es sich sowohl in Benzyl- als auch in Benzoylverbindungen überführen.The thioacridone is made hypochlorous by oxidizing agents such as iodine, potassium ferricyanide Sodium, converted to akridon; it can be done according to the Baumann's method Convert into both benzyl and benzoyl compounds.
Das Thioakridon soll als Ausgangsmaterial zur Darstellung neuer Akridinderivate und zur Herstellung echter Färbungen auf der Wollfaser Verwendung finden.The thioacridone is said to be used as a starting material for the preparation of new akridine derivatives and for Find real dyeing on the wool fiber use.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE120586C true DE120586C (en) |
Family
ID=389636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT120586D Active DE120586C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE120586C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2568876A1 (en) * | 1984-08-13 | 1986-02-14 | Serratrice George | Antiparasitic 1,2,3,4-tetrahydro-9-thioacridines |
-
0
- DE DENDAT120586D patent/DE120586C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2568876A1 (en) * | 1984-08-13 | 1986-02-14 | Serratrice George | Antiparasitic 1,2,3,4-tetrahydro-9-thioacridines |
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