CH116500A - Process for the production of a new intermediate product in the tar color industry. - Google Patents
Process for the production of a new intermediate product in the tar color industry.Info
- Publication number
- CH116500A CH116500A CH116500DA CH116500A CH 116500 A CH116500 A CH 116500A CH 116500D A CH116500D A CH 116500DA CH 116500 A CH116500 A CH 116500A
- Authority
- CH
- Switzerland
- Prior art keywords
- intermediate product
- production
- new intermediate
- color industry
- tar color
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000013067 intermediate product Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 6
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
Verfahren zur Herstellung eines nenen Zwischenproduktes der Teerfarbenindustrie. Es wurde gefunden, dass man ein neues Zwischenprodukt der Teerfarbenindustrie, das 2,4-Di-4'-oxy naphthyl- 6-m-xylyl-1,3,5-triaziri erhält, wenn man auf 1 Mol. Cyanurchlorid 2 Mol. a-Naphthol und hierauf m-Xylol, ge gebenenfalls in Gegenwart von Kondensations- und Verdünnungsmitteln, einwirken lädt.
Das 2,4-Di-4'-oxyriaphtliyl-6-m-xylyl-1,3,o'-triazin bildet ein rotbraunes Pulver, welches sich in Natronlauge mit gelber und in konzentrierter Schwefelsäure mit rotvioletter Farbe löst. Beispiel In 1500 Teile Schwefelkohlenstoff werden 93 Teile Cyanurchlorid und 93 Teile Alumi niumchlorid eingetragen. Nach 5 Minuten werden 144 Teile ä-Naphthol in kleinen Portionen zugesetzt, worauf 10-12 Stunden gerührt wird.
Das Reaktionsprodukt wird vom Verdünnungsmittel getrennt und im gleichen Gefäss mit 1500 Teilen m-Xylol und 50 Teilen Aluminiumchlorid bei einer nahe dem Siedepunkt des Xylols liegenden Temperatur während 8 Stunden behandelt. Das neue Produkt, das höchstwahrscheinlich das 2,4-Di-4'-oxynaphthyl-6-m-xylyl-1,3,5-tria- zin darstellt, wird durch wiederholtes Lösen in Lauge und Ausfällen mit Säuren gereinigt.
Process for the production of an intermediate product in the tar color industry It has been found that a new intermediate product of the tar color industry, the 2,4-di-4'-oxy naphthyl-6-m-xylyl-1,3,5-triaziri, is obtained if 2 moles of cyanuric chloride are added to 1 mole. α-Naphthol and then m-xylene, if necessary in the presence of condensation and diluents, act loads.
The 2,4-di-4'-oxyriaphthyl-6-m-xylyl-1,3, o'-triazine forms a red-brown powder, which dissolves in sodium hydroxide solution with yellow and in concentrated sulfuric acid with red-violet color. Example 93 parts of cyanuric chloride and 93 parts of aluminum chloride are introduced into 1500 parts of carbon disulfide. After 5 minutes, 144 parts of α-naphthol are added in small portions, followed by stirring for 10-12 hours.
The reaction product is separated from the diluent and treated in the same vessel with 1500 parts of m-xylene and 50 parts of aluminum chloride at a temperature close to the boiling point of xylene for 8 hours. The new product, which is most likely 2,4-di-4'-oxynaphthyl-6-m-xylyl-1,3,5-triazine, is purified by repeated dissolving in alkali and precipitation with acids.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH107619T | 1923-08-09 | ||
| CH116500T | 1925-03-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH116500A true CH116500A (en) | 1926-09-01 |
Family
ID=25707230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH116500D CH116500A (en) | 1923-08-09 | 1925-03-10 | Process for the production of a new intermediate product in the tar color industry. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH116500A (en) |
-
1925
- 1925-03-10 CH CH116500D patent/CH116500A/en unknown
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