CH154405A - Process for the preparation of a new thiophenol derivative. - Google Patents
Process for the preparation of a new thiophenol derivative.Info
- Publication number
- CH154405A CH154405A CH154405DA CH154405A CH 154405 A CH154405 A CH 154405A CH 154405D A CH154405D A CH 154405DA CH 154405 A CH154405 A CH 154405A
- Authority
- CH
- Switzerland
- Prior art keywords
- product
- yellow
- new
- treated
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 title claims description 3
- 239000000047 product Substances 0.000 claims description 10
- 239000002244 precipitate Substances 0.000 claims description 5
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 claims description 3
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
- 240000007817 Olea europaea Species 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 2
- 239000003518 caustics Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 238000010186 staining Methods 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung eines neuen Thiophenolderivates. Es. wurde gefunden, dass man ein neues Thioderivat des Phenols erhalten kann, wenn man Phenol mit Zinnchlorür in Gegenwart von Natriumhydrogyd und Schwefel erhitzt. Beispiel: 45 Teile Phenol werden mit 20 Teilen Natriumhydrogyd, 30 Teilen Schwefel und 20 Teilen Wasser innig verrührt und der er haltenen Masse langsam 20 Teile Zinnchlorür zugesetzt. Die Mischung wird nun offen 4 Stunden auf 125-130 erhitzt. Es entweichen grosse Mengen von Schwefelwasserstoff.
Man erhält eine dicke braune Masse, welche in Was ser gelöst und von überschüssigem Schwefel abfiltriert wird. Zur Aufarbeitung wird die erhaltene Lösung zur Trockne eingedampft oder mit Salzsäure bis zur schwach sauren Reaktion versetzt, der orangebraune Nieder schlag abfiltriert, gewaschen und durch Zu satz von Soda weiter in Lösung gebracht und dann zur Trockne eingedampft.
Das so erhaltene gelbolive Pulver ist in Wasser, Äthylalkohol und Aceton mit gelber Farbe leicht löslich. Auf Zusatz von verdünn ter Schwefelsäure zur verdünnten Lösung des Produktes wird ein gelber Niederschlag er halten; auf Zusatz von verdünnten organi schen Säuren wird das Produkt dagegen nicht gefällt; durch Fällen mit Ferrichlorid wird ein grauer Niederschlag erhalten.
Das Produkt besitzt beizende Eigenschaf ten ohne die Faser anzufärben und die damit behandelten Fasern erweisen sich als bedeu tend lichtechter als diejenigen, die mit Pro dukten behandelt wurden, die nach demselben Verfahren, aber ohne Zinnchlorürzusatz, her gestellt wurden. Die Verbindung besitzt weiter hin die Eigenschaft, dass damit behandelte Wolle von direkten und sauren Farbstoffen nicht mehr angefärbt wird, während das bei Abwesenheit von Zinnsalz gewonnene Produkt diese wertvolle Eigenschaft nicht besitzt.
Process for the preparation of a new thiophenol derivative. It. it was found that a new thio derivative of phenol can be obtained if phenol is heated with tin chloride in the presence of sodium hydrogen and sulfur. Example: 45 parts of phenol are intimately stirred with 20 parts of sodium hydrogen, 30 parts of sulfur and 20 parts of water and 20 parts of tin chloride are slowly added to the mass he is holding. The mixture is then heated to 125-130 in the open for 4 hours. Large amounts of hydrogen sulfide escape.
A thick brown mass is obtained which is dissolved in what water and excess sulfur is filtered off. For work-up, the resulting solution is evaporated to dryness or mixed with hydrochloric acid until a weakly acidic reaction is obtained, the orange-brown precipitate is filtered off, washed and further dissolved by adding soda and then evaporated to dryness.
The yellow olive powder obtained in this way is easily soluble in water, ethyl alcohol and acetone with a yellow color. Upon addition of dilute sulfuric acid to the dilute solution of the product, a yellow precipitate will be obtained; on the other hand, the product is not precipitated when diluted organic acids are added; precipitation with ferric chloride gives a gray precipitate.
The product has caustic properties without staining the fiber and the fibers treated with it are found to be significantly more lightfast than those treated with products made by the same process, but without the addition of tin chloride. The compound also has the property that wool treated with it is no longer dyed by direct and acidic dyes, while the product obtained in the absence of tin salt does not have this valuable property.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE154405X | 1929-10-19 | ||
| DE564215T | 1930-08-02 | ||
| CH150920T | 1930-10-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH154405A true CH154405A (en) | 1932-04-30 |
Family
ID=27767631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH154405D CH154405A (en) | 1929-10-19 | 1930-10-17 | Process for the preparation of a new thiophenol derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH154405A (en) |
-
1930
- 1930-10-17 CH CH154405D patent/CH154405A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH154405A (en) | Process for the preparation of a new thiophenol derivative. | |
| CH154414A (en) | Process for the preparation of a new thiophenol derivative. | |
| CH154413A (en) | Process for the preparation of a new thiophenol derivative. | |
| CH154410A (en) | Process for the preparation of a new thiophenol derivative. | |
| AT99903B (en) | Process for the production of substances with a tanning effect that can be used in a Congo-neutral solution. | |
| DE1904235B2 (en) | PROCESS FOR THE PRODUCTION OF PALLADIUM ACETYL ACETONATE | |
| AT101962B (en) | Process for the preparation of non-coloring thio derivatives of phenols. | |
| DE537023C (en) | Process for the preparation of green wool dyes of the anthraquinone series | |
| CH154406A (en) | Process for the preparation of a new thiophenol derivative. | |
| AT136004B (en) | Process for the preparation of thio derivatives of phenols. | |
| CH154411A (en) | Process for the preparation of a new thiophenol derivative. | |
| DE581330C (en) | Process for the production of non-coloring thio derivatives of phenols | |
| CH217486A (en) | Process for the preparation of a derivative of a thio compound of phenol. | |
| DE636310C (en) | Process for the production of condensation products with a tanning effect | |
| DE530826C (en) | Process for the preparation of oxysulfamic acids | |
| CH297404A (en) | Process for the preparation of a vinyl sulfone. | |
| CH145054A (en) | Process for the production of a new cellulose derivative. | |
| CH150292A (en) | Process for the preparation of a condensation product which can be used as a reservation agent. | |
| CH117474A (en) | Process for the preparation of a bis (2,3-oxynaphtoyl) diamino body. | |
| CH173066A (en) | Process for the production of a new dye of the anthraquinone series. | |
| CH216327A (en) | Process for the production of a sulfur dye. | |
| CH158711A (en) | Process for the preparation of a new thiophenol derivative. | |
| CH132918A (en) | Process for the preparation of a stain dye. | |
| CH149420A (en) | Process for the production of a new indigoid dye. | |
| CH153199A (en) | Process for the preparation of a green wool dye of the anthraquinone series. |