CH143266A - Process for the preparation of a halogen naphthalene ketone. - Google Patents

Process for the preparation of a halogen naphthalene ketone.

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Publication number
CH143266A
CH143266A CH143266DA CH143266A CH 143266 A CH143266 A CH 143266A CH 143266D A CH143266D A CH 143266DA CH 143266 A CH143266 A CH 143266A
Authority
CH
Switzerland
Prior art keywords
preparation
dichloro
naphthalene
chlorobenzoyl
condensation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH143266A publication Critical patent/CH143266A/en

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Description

  

  Verfahren zur Darstellung eines     Halogennaphtalinketons.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Darstellung von     1,4-Dichlor-          8-(p-ehlorberizoyl)-rraphtalin,    dadurch gekenn  zeichnet, dass man     1,4-Dichlornaphtalirr    mit       p-Chlorbenzoylchlorid    bei Anwesenheit von  Aluminiumchlorid kondensiert.  



  1,4 -     Dichlor    - 8     -(p-chlorbenzoyl)    -     naphtalin     kristallisiert aus Alkohol in farblosen Nadeln  vom Schmelzpunkt<B>118'</B> C. Die Lösungs  farbe in konzentrierter Schwefelsäure ist gelb.  <I>Beispiel:</I>  100 Gewichtsteile     1,4-Dichlorrraphtalirr,     88 Gewichtsteile     p-Chlorberrzoylchlorid,   <B>135</B>  Gewichtsteile Aluminiumchlorid werden in  500 Gewichtsteilen     Schwefelkohlenstoff    unter       Rückfluss    20 Stunden auf dem Wasserbade  gerührt. Das Reaktionsgemisch wird mit Eis  wasser zersetzt, 2 Stunden mit Wasserdampf  destilliert, dann zweimal mit verdünnter Salz  säure und Wasser ausgekocht.

   Nach dem    Trocknen wird das harzartige     Rohketon    durch  Vakuumdestillation von nicht umgesetztem       Dichlornaphtalin    gereinigt. Das so erhaltene  zähe, gelbe<B>01</B> wird mit viel Alkohol verrie  ben und so kristallisiert erhalten. Zur wei  teren Reinigung kann noch aus Äthylalkohol  umkristallisiert werden. Farblose Nadeln,       Schmelzpunkt        1180.        Ausbeute        75%.  



  Process for the preparation of a halogen naphthalene ketone. The subject of the present patent is a process for the preparation of 1,4-dichloro-8- (p-ehlorberizoyl) -rraphthalene, characterized in that 1,4-dichloronaphthalene is condensed with p-chlorobenzoyl chloride in the presence of aluminum chloride.



  1,4 - dichloro - 8 - (p-chlorobenzoyl) - naphthalene crystallizes from alcohol in colorless needles with a melting point of <B> 118 '</B> C. The solution color in concentrated sulfuric acid is yellow. <I> Example: </I> 100 parts by weight 1,4-Dichlorrraphthalirr, 88 parts by weight p-Chlorberrzoylchlorid, <B> 135 </B> parts by weight aluminum chloride are stirred in 500 parts by weight carbon disulfide under reflux for 20 hours on the water bath. The reaction mixture is decomposed with ice water, distilled for 2 hours with steam, then boiled twice with dilute hydrochloric acid and water.

   After drying, the resinous crude ketone is purified from unreacted dichloronaphthalene by vacuum distillation. The viscous, yellow <B> 01 </B> obtained in this way is triturated with a large amount of alcohol and thus obtained in crystallized form. For further purification can still be recrystallized from ethyl alcohol. Colorless needles, melting point 1180. Yield 75%.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 1,4-Dichlor- 8-(p-chlorbenzoyl)-naphtalin, dadurch gekenn zeichnet, dass man -1,4-Dichlor-naphtalin mit p-Chlorbenzoylchlorid bei Anwesenheit von Alurnirriumchlorid kondensiert. 1,4-Dichlor-8-(p-chlorbenzol)-naphtalin kri stallisiert aus Alkohol in farblosen Nadeln vom Schmelzpunkt 118 0 C. Die Lösungs farbe in konzentrierter Schwefelsäure ist gelb. ÜNTERANSPRÜCHt: 1. PATENT CLAIM: Process for the preparation of 1,4-dichloro-8- (p-chlorobenzoyl) -naphthalene, characterized in that -1,4-dichloro-naphthalene is condensed with p-chlorobenzoyl chloride in the presence of aluminum chloride. 1,4-dichloro-8- (p-chlorobenzene) naphthalene crystallized from alcohol in colorless needles with a melting point of 118 ° C. The solution color in concentrated sulfuric acid is yellow. UNDERCLAIMED: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Kondensa- sation in Gegenwart eines indifferenten Lösungsmittels vornimmt. \l.. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Kondensa- tion in Schwefelkohlenstoff auf dem Was serbad vor sich zehen lässt. Process according to patent claim, characterized in that the condensation is carried out in the presence of an inert solvent. \ l .. The method according to claim, characterized in that the condensation in carbon disulfide is allowed to take place on the water bath.
CH143266D 1927-11-26 1928-11-24 Process for the preparation of a halogen naphthalene ketone. CH143266A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE143266X 1927-11-26
CH141524T 1930-08-15

Publications (1)

Publication Number Publication Date
CH143266A true CH143266A (en) 1930-10-31

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ID=25713768

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143266D CH143266A (en) 1927-11-26 1928-11-24 Process for the preparation of a halogen naphthalene ketone.

Country Status (1)

Country Link
CH (1) CH143266A (en)

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