CH211044A - Process for the production of a fluoranthene derivative. - Google Patents
Process for the production of a fluoranthene derivative.Info
- Publication number
- CH211044A CH211044A CH211044DA CH211044A CH 211044 A CH211044 A CH 211044A CH 211044D A CH211044D A CH 211044DA CH 211044 A CH211044 A CH 211044A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- fluoranthene derivative
- parts
- mol
- amino
- 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
- 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
- C09B1/40—Dyes with acylated amino groups the acyl groups being residues of an aliphatic or araliphatic 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
- 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
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>208953.</B> Verfahren zur Herstellung eines Fluoranthenderivates. Es wurde gefunden, dass ein Fluoranthen- derivat hergestellt werden kann, wenn man <B>1</B> Mel Dihalogenfluorauthen mit 2 Molen 1-Amino-ä-aoetylamin#oa,nthTa;c'hino,n umsetzt.
Das erhaltene Produkt ist ein seUwarz- rotes, kristallines Pulver, das konzentrierte Seliwef#Isäure olivegrün färbt, bis 450<B>'</B> nicht schmilzt und sehr schwer verküpt. Es stellt ein wertvolles Zwischenprodukt zur Herstel lung von Küpenfarbstaffen dar.
Das dem Verfahren als Ausgangsstoff dienende Dihälogenfluo#ranthen kann durch Halogenieren von Fluoranthen bis zum Ein tritt von 2 Halogenalomen, z. B. in Nitro- benzol, hergestellt werden.
Die Umsetzung des, Dihalogenfluoranthens mit 1-Amino-ä-acetylaminoanthravhinonwird vorteilhaft durch Erhitzen der Komponenten in Lösungs- oder Verdünnungsmitteln, wie z. B. Amylalkohol, Nitrobenzol oder Naph thalin, und zweckmässig in Anwesenheit von Katalysatoren sowie von säurebindenclen .Hitteln durchgeführt.
<I>Beispiel:</I> 1,8 Teile Dibromfluoranthen, erhalten durch Bromieren von Fluoranthen in Nitro- benzol, <B>2,8</B> Teile 1-Amino-5-9,cetyäamino,- a,nthiaeliinon, <B>1, 5</B> Teile entwäooertes Natrium- acE#ta,t, <B>1, 5</B> Teile wasserfreies Natrium#earbo- nat und<B>0,
15</B> Teile Kupfer#ehlorür wer-den in <B>60</B> Teilen getrocknetem Nitrobenzol verteilt, und unter Rühren zum Sieden erbitzt. Nach beendigter Reaktion wird heiss filtriert, der Rückstand mit Nitrobenzol, Benzol und A-1- ko,hel gewaschen, mit verdünnter Salzsäure ausgekocht, filtriert, gewaschen und ge trocknet.
Additional patent to main patent no. <B> 208953. </B> Process for the production of a fluoranthene derivative. It has been found that a fluoranthene derivative can be produced if <B> 1 </B> Mel Dihalogenfluorauthen is reacted with 2 moles of 1-amino-α-aoetylamine # oa, nthTa; c'hino, n.
The product obtained is a black-red, crystalline powder that colors concentrated Seliwef isic acid olive green, does not melt up to 450 <B> '</B> and is very difficult to vat. It is a valuable intermediate product for the manufacture of vat colored taffes.
The process as starting material serving Dihälogenfluo # ranthen can occur by halogenating fluoranthene to a of 2 halal atoms, z. B. in nitrobenzene are produced.
The reaction of the, dihalofluoranthene with 1-amino-a-acetylaminoanthravhinon is advantageous by heating the components in solvents or diluents, such as. B. amyl alcohol, nitrobenzene or naphthalene, and expediently carried out in the presence of catalysts and acid-binding agents.
<I> Example: </I> 1.8 parts of dibromofluoranthene, obtained by brominating fluoranthene in nitrobenzene, <B> 2.8 </B> parts of 1-amino-5-9, cetyäamino, - a, nthiaeliinon , <B> 1, 5 </B> parts of dewatered sodium acE # ta, t, <B> 1, 5 </B> parts of anhydrous sodium # earbo- nate and <B> 0,
15 </B> parts of copper chloride are distributed in <B> 60 </B> parts of dried nitrobenzene and brought to the boil while stirring. After the reaction has ended, the mixture is filtered hot, the residue is washed with nitrobenzene, benzene and A-1-ko, hel, boiled with dilute hydrochloric acid, filtered, washed and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH211044T | 1937-09-14 | ||
CH208953T | 1937-09-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH211044A true CH211044A (en) | 1940-08-15 |
Family
ID=25724645
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH211044D CH211044A (en) | 1937-09-14 | 1937-09-14 | Process for the production of a fluoranthene derivative. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH211044A (en) |
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1937
- 1937-09-14 CH CH211044D patent/CH211044A/en unknown
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