CH212340A - 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
- CH212340A CH212340A CH212340DA CH212340A CH 212340 A CH212340 A CH 212340A CH 212340D A CH212340D A CH 212340DA CH 212340 A CH212340 A CH 212340A
- Authority
- CH
- Switzerland
- Prior art keywords
- nitrogen
- production
- naphthalene derivative
- containing naphthalene
- yellow
- 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
- C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
- C09B5/16—Benz-diazabenzanthrones, e.g. anthrapyrimidones
-
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (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 werden kann, wenn man 1 Mol 2,6-Dihalogennaph- thalin mit 2 Mol 5-Amino-1,9-anthrapyri- midin umsetzt.
Das neue Produkt ist ein schwarzblaues kristallines Pulver, das sich in konzentrier ter Schwefelsäure mit gelbgrüner Farbe löst, bei 460 noch nicht schmilzt und Baumwolle aus gelbbrauner Küpe blau färbt. Es stellt überdies ein wertvolles Zwischenprodukt für die Herstellung von Küpenfarbstoffen 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.
entwässertes Natriumacetat, 3 Teile wasser freies Natriumcarbonat und 0,26 Teile Kup- ferchlorür werden während 24 Stunden unter Rühren in 90 Teilen trockenem Nitrobenzol zum Sieden erhitzt. Nun wird heiss filtriert und der Rückstand mit Nitrobenzol, Benzol und Alkohol gewaschen, mit verdünnter Säure ausgekocht, filtriert, gewaschen und getrocknet.
<I>Beispiel:</I> 2,86 Teile 2,6-Dibromnaphthalin, 5,43 Teile 5-Amino-1,9-anthrapyrimidin, 3 Teile
Process for the production of a nitrogen-containing naphthalene derivative. It has been found that a nitrogen-containing naphthalene derivative can be produced if 1 mole of 2,6-dihalo-naphthalene is reacted with 2 moles of 5-amino-1,9-anthrapyrimidine.
The new product is a black-blue crystalline powder that dissolves in concentrated sulfuric acid with a yellow-green color, does not yet melt at 460 and dyes cotton from a yellow-brown vat blue. 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 advantageous 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.
Dehydrated sodium acetate, 3 parts of anhydrous sodium carbonate and 0.26 part of copper chloride are heated to boiling in 90 parts of dry nitrobenzene for 24 hours while stirring. It is then filtered while hot and the residue is washed with nitrobenzene, benzene and alcohol, boiled with dilute acid, filtered, washed and dried.
<I> Example: </I> 2.86 parts of 2,6-dibromonaphthalene, 5.43 parts of 5-amino-1,9-anthrapyrimidine, 3 parts
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH206427T | 1937-12-20 | ||
CH212340T | 1937-12-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH212340A true CH212340A (en) | 1940-11-15 |
Family
ID=25724308
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH212340D CH212340A (en) | 1937-12-20 | 1937-12-20 | Process for the production of a nitrogen-containing naphthalene derivative. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH212340A (en) |
-
1937
- 1937-12-20 CH CH212340D patent/CH212340A/en unknown
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