CH213187A - Process for the production of a nitrogen-containing naphthalene derivative. - Google Patents
Process for the production of a nitrogen-containing naphthalene derivative.Info
- Publication number
- CH213187A CH213187A CH213187DA CH213187A CH 213187 A CH213187 A CH 213187A CH 213187D A CH213187D A CH 213187DA CH 213187 A CH213187 A CH 213187A
- Authority
- CH
- Switzerland
- Prior art keywords
- nitrogen
- naphthalene derivative
- containing naphthalene
- production
- blue
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/34—Anthraquinone acridones or thioxanthrones
- C09B5/36—Amino acridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines stickstoffhaltigen Naphthalinderivates. Es wurde gefunden, dass ein stickstoff haltiges Naphthalinderivat hergestellt wer den kann, wenn man 1 Mol 2,6-Dihalogen- naphthalin mit 2 Mol 5-Amino-anthrachinon- 2,1-(N)-benzacridon der Formel
EMI0001.0010
umsetzt.
Das neue Produkt ist ein blauschwarzes Pulver, das sich in konzentrierter Schwefel säure mit roter Farbe löst, bei 460' noch nicht schmilzt und Baumwolle aus rotviolet ter Küpe in blauvioletten, echten Tönen färbt. Es stellt überdies ein wertvolles Zwi- schenprodukt für die Herstellung von Küpen- farbstoffen dar.
Als 2,6-Dihalogennaphthalin kann bei spielsweise 2,6-Dibromnaphthalin verwendet werden.
Die Umsetzung wird vorteilhaft durch Erhitzen der Komponenten in Lösungs- oder Verdünnungsmitteln, wie z. B. Amylalkohol, Nitrobenzol oder Naphthalin, und zweck mässig in Anwesenheit von Katalysatoren, wie Kupfer oder Kupferverbindungen, sowie von säurebindenden Mitteln durchgeführt.
<I>Beispiel:</I> 2,86 Teile 2,6-Dibromnaphthalin, 7,1 Teile 5 -Aminoanthrachinon:- 2,1.- (N),- benzacridon, 3 Teile wasserfreies Natriumcarbonat, 3 Teile entwässertes Natriumacetat und 0,26 Teile Kupferchlorür werden in 90 Teilen trocke nem Nitrobenzol verteilt und 24 Stunden lang bei 195-200 gerührt. Nach beendeter Reak tion wird heiss filtriert, mit Nitrobenzol, Ben zol und Alkohol gewaschen, mit verdünnter Salzsäure ausgekocht, filtriert, ausgewaschen und getrocknet.
Process for the production of a nitrogen-containing naphthalene derivative. It has been found that a nitrogen-containing naphthalene derivative can be prepared if 1 mole of 2,6-dihalogen naphthalene is mixed with 2 moles of 5-amino-anthraquinone-2,1- (N) -benzacridone of the formula
EMI0001.0010
implements.
The new product is a blue-black powder that dissolves in concentrated sulfuric acid with a red color, does not yet melt at 460 'and dyes cotton from a red-violet vat in blue-violet, real tones. It is also a valuable intermediate product for the manufacture of vat dyes.
2,6-Dibromonaphthalene, for example, can be used as 2,6-dihalonaphthalene.
The reaction is advantageously carried out by heating the components in solvents or diluents, such as. B. amyl alcohol, nitrobenzene or naphthalene, and conveniently carried out in the presence of catalysts such as copper or copper compounds, and acid-binding agents.
<I> Example: </I> 2.86 parts of 2,6-dibromonaphthalene, 7.1 parts of 5-aminoanthraquinone: - 2,1.- (N), - benzacridone, 3 parts of anhydrous sodium carbonate, 3 parts of dehydrated sodium acetate and 0.26 parts of copper chloride are distributed in 90 parts of dry nitrobenzene and the mixture is stirred at 195-200 for 24 hours. After the reaction has ended, the mixture is filtered hot, washed with nitrobenzene, benzene and alcohol, boiled with dilute hydrochloric acid, filtered, washed and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH213187T | 1937-12-20 | ||
CH206427T | 1937-12-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH213187A true CH213187A (en) | 1941-01-15 |
Family
ID=25724310
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH213187D CH213187A (en) | 1937-12-20 | 1937-12-20 | Process for the production of a nitrogen-containing naphthalene derivative. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH213187A (en) |
-
1937
- 1937-12-20 CH CH213187D patent/CH213187A/en unknown
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