AT71166B - Process for the preparation of 4-halogeno- and 4-alkyl-1-oxyanthraquinones and their substitution products. - Google Patents

Process for the preparation of 4-halogeno- and 4-alkyl-1-oxyanthraquinones and their substitution products.

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Publication number
AT71166B
AT71166B AT71166DA AT71166B AT 71166 B AT71166 B AT 71166B AT 71166D A AT71166D A AT 71166DA AT 71166 B AT71166 B AT 71166B
Authority
AT
Austria
Prior art keywords
substitution products
alkyl
oxyanthraquinones
preparation
halogeno
Prior art date
Application number
Other languages
German (de)
Inventor
Professor Dr Fritz Ullmann
Original Assignee
Professor Dr Fritz Ullmann
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Professor Dr Fritz Ullmann filed Critical Professor Dr Fritz Ullmann
Application granted granted Critical
Publication of AT71166B publication Critical patent/AT71166B/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

   <Desc/Clms Page number 1> 
 
 EMI1.1 
 
 EMI1.2 
 

 <Desc/Clms Page number 2> 

 
 EMI2.1 
 benzoesäure. Das 4-Chlor-3-methyl-1-oxyanthrachinon bildet gelbe Nadeln vom Schmelzpunkt   17zoo.   Es löst sich gut in siedendem Alkohol und Benzol. 
 EMI2.2 
 mählich unter Rühren eingetragen, worauf man zur Beendigung der Reaktion, die fast quantitativ verläuft, auf 120  erhitzt. Die braune Masse wird in bekannter Weise nach Zusatz von Wasser und Salzsäure mit Dampf behandelt. Der Rückstand wird in Soda. gelöst, wobei geringe Mengen   4-Methyl-l-oxyanthrachinon   zurückbleiben. Die aus der Lösung, 
 EMI2.3 
 4-Methyl-1-oxyanthrachinonkondensieren. 



   An Stelle der genannton Phenolderivate können auch andere, wie z. B.   4-Brom-   phenol, 2-Chlor-4-oxy-1-methylbenzol, Verwendung finden. Das   Phtalsäureanhydrid   kann durch seine Substitutionsprodukte ersetzt worden, ebenso wie auch die Reaktion sowohl ohne als auch unter Zusatz von geeigneten Verdünnungsmittel ausgeführt werden kann. 



   PATENT-ANSPRÜCHE :
1. Verfahren zur Herstellung von   4-Halogen-l-oxyanthrachinonen   und ihren Substitutionsprodukten, darin bestehend, dass man Phtalsäureanhydrid oder seine Substitutionsprodukte mit   4-Halogenphenolen   oder deren Substitutionsprodukten mittels Aluminiumchlorid kondensiert und die hiebei gebildeten 5-Halogen-2-oxybenzoylbenzoesäuren durch Einwirkung von Kondensationsmitteln, wie Schwefelsäure oder Aluminiumchlorid in die entsprechenden Anthrachinonderivate überführt.



   <Desc / Clms Page number 1>
 
 EMI1.1
 
 EMI1.2
 

 <Desc / Clms Page number 2>

 
 EMI2.1
 benzoic acid. The 4-chloro-3-methyl-1-oxyanthraquinone forms yellow needles with a melting point of 17,000. It dissolves well in boiling alcohol and benzene.
 EMI2.2
 added gradually with stirring, whereupon the reaction, which is almost quantitative, is ended by heating to 120. The brown mass is treated with steam in a known manner after adding water and hydrochloric acid. The residue is in soda. dissolved, with small amounts of 4-methyl-l-oxyanthraquinone remaining. Those out of the solution
 EMI2.3
 Condense 4-methyl-1-oxyanthraquinone.



   Instead of the phenol derivatives mentioned, others, such as. B. 4-bromophenol, 2-chloro-4-oxy-1-methylbenzene, find use. The phthalic anhydride can be replaced by its substitution products, and the reaction can also be carried out with or without the addition of suitable diluents.



   PATENT CLAIMS:
1. A process for the preparation of 4-halo-l-oxyanthraquinones and their substitution products, consisting in condensing phthalic anhydride or its substitution products with 4-halophenols or their substitution products using aluminum chloride and the 5-halo-2-oxybenzoylbenzoic acids formed by the action of Condensation agents such as sulfuric acid or aluminum chloride converted into the corresponding anthraquinone derivatives.

Claims (1)

2. Abänderung des in Anspruch 1 gekennzeichneten Verfahrens unter Ersatz der 4-Halogenphenole und deren Substitutionsprodukte durch 4-Alkylphenole oder deren Substitutionsprodukte zwecks Darstellung von 4-Alkyl-I-oxyan thrachinonen. 2. Modification of the process characterized in claim 1 with replacement of the 4-halophenols and their substitution products by 4-alkylphenols or their substitution products for the purpose of preparing 4-alkyl-I-oxyanothrachinones.
AT71166D 1913-11-20 1914-06-13 Process for the preparation of 4-halogeno- and 4-alkyl-1-oxyanthraquinones and their substitution products. AT71166B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE71166X 1913-11-20

Publications (1)

Publication Number Publication Date
AT71166B true AT71166B (en) 1916-02-10

Family

ID=5635698

Family Applications (1)

Application Number Title Priority Date Filing Date
AT71166D AT71166B (en) 1913-11-20 1914-06-13 Process for the preparation of 4-halogeno- and 4-alkyl-1-oxyanthraquinones and their substitution products.

Country Status (1)

Country Link
AT (1) AT71166B (en)

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