CH212335A - 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
- CH212335A CH212335A CH212335DA CH212335A CH 212335 A CH212335 A CH 212335A CH 212335D A CH212335D A CH 212335DA CH 212335 A CH212335 A CH 212335A
- Authority
- CH
- Switzerland
- Prior art keywords
- nitrogen
- production
- naphthalene derivative
- containing naphthalene
- parts
- Prior art date
Links
Classifications
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- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/36—Dyes with acylated amino groups
- C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
-
- 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
<B>Zusatzpatent</B> zum Hauptpatent NT. 206427. Verfahren zur Herstellung eines stickstoffhaltigen Naphthalinderivates. Es wurde gefunden, dass ein stickstoff haltiges Naphthalinderivat hergestellt werden kann, wenn man 1 Mol 1,6-Dihalogen-2-me- thogynaphthalin mit 2 Mol 1-Amino-5-ben- zoylaminoanthrachinon umsetzt.
Das neue Produkt ist ein dunkelbraunes Pulver, das sich in konzentrierter Schwefel säure mit .olivgrüner, nach rotbraum weeh- selnder Farbe löst, bei<B>300'</B> noch nicht schmilzt und mit brauner Farbe verküpt. Es stellt ein wertvolles Zwischenprodukt für die Herstellung von Küpenfarbstoffen dar.
Als 1,6-Dihalogen-2-methogynaphthalin kann beispielsweise 1,6-Dibrom-2-methogy- naphthalin 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, so wie von säurebindenden Mitteln, durchge führt. <I>Beispiel:</I> 18 Teile entwässertes Natriumacetat und 18 Teile wasserfreies Natriumcarbonat wer den mit 480 Teilen Nitrobenzol so lange im Sieden gehalten, bis 48 Teile Nitrobenzol ab destilliert sind.
Nach dem Abkühlen auf 190 bis 200 (Ölbadtemperatur) werden 19,1 Teile 1,6-Dibrom-2-methogynaphthalin, 43,5 Teile 1-Amino-5-benzoylaminoanthrachinon und 1,8 Teile Kupferchlorür zugefügt und 40 Stunden bei 193 bis 203 gerührt. Nun wird heiss filtriert, der Rückstand mit Nitro- benzol sowie Benzol und Alkohol gewaschen und zur Reinigung mit verdünnter Salzsäure ausgekocht, filtriert, der Rückstand ausge waschen und getrocknet.
<B> Additional patent </B> to the main NT patent. 206427. 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 1,6-dihalo-2-methogynaphthalene is reacted with 2 moles of 1-amino-5-benzoylaminoanthraquinone.
The new product is a dark brown powder that dissolves in concentrated sulfuric acid with an olive-green color that changes to reddish-brown, does not yet melt at <B> 300 '</B> and becomes brown in color. It is a valuable intermediate for the manufacture of vat dyes.
As 1,6-dihalo-2-methogynaphthalene, for example 1,6-dibromo-2-methogynaphthalene can be used.
The reaction is advantageously carried out by heating the components in solvents or diluents, such as. B. amyl alcohol, nitrobenzene or naphthalene, and conveniently in the presence of catalysts such as copper or copper compounds, as well as acid-binding agents, Runaway leads. <I> Example: </I> 18 parts of dehydrated sodium acetate and 18 parts of anhydrous sodium carbonate are kept boiling with 480 parts of nitrobenzene until 48 parts of nitrobenzene have distilled off.
After cooling to 190 to 200 (oil bath temperature), 19.1 parts of 1,6-dibromo-2-methogynaphthalene, 43.5 parts of 1-amino-5-benzoylaminoanthraquinone and 1.8 parts of copper chloride are added and at 193-203 for 40 hours touched. It is then filtered hot, the residue is washed with nitrobenzene, benzene and alcohol and, for cleaning, boiled with dilute hydrochloric acid, filtered, the residue is washed out and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH206427T | 1937-12-20 | ||
CH212335T | 1937-12-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH212335A true CH212335A (en) | 1940-11-15 |
Family
ID=25724307
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH212335D CH212335A (en) | 1937-12-20 | 1937-12-20 | Process for the production of a nitrogen-containing naphthalene derivative. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH212335A (en) |
-
1937
- 1937-12-20 CH CH212335D patent/CH212335A/en unknown
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