DE720466C - Process for the preparation of 3, 5, 8, 10-tetraaroyl pyrenes - Google Patents

Process for the preparation of 3, 5, 8, 10-tetraaroyl pyrenes

Info

Publication number
DE720466C
DE720466C DEG90794D DEG0090794D DE720466C DE 720466 C DE720466 C DE 720466C DE G90794 D DEG90794 D DE G90794D DE G0090794 D DEG0090794 D DE G0090794D DE 720466 C DE720466 C DE 720466C
Authority
DE
Germany
Prior art keywords
preparation
tetraaroyl
pyrenes
pyrene
chlorides
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEG90794D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
BASF Schweiz AG
Original Assignee
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Chemische Ind Ges, GESELLSCHAFT fur CHEMISCHE INDUSTRIE, Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Chemische Ind Ges
Application granted granted Critical
Publication of DE720466C publication Critical patent/DE720466C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/50—Pyrenes; Hydrogenated pyrenes

Landscapes

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

Description

Verfahren zur Herstellung von 3, 5, 8, 10-Tetraaroylpyrenen E!s wurde gefunden, draß man neue Pyrenderivate, die als 3, 5, 8, io-Tetraaroylpyrene anzusprechen sind, erhält, wenn man Pyren mit überschüssigen Mengen an Aroylierungsmitteln, d. h. mit mindestens 4 Mol, in Gegenwart von Ferrichlorid in der Hitze behandelt.Process for the preparation of 3, 5, 8, 10-Tetraaroylpyrenen E! S was found that new pyrene derivatives can be addressed as 3, 5, 8, io-tetraaroylpyrene are obtained when pyrene is mixed with excess amounts of aroylating agents, d. H. treated with at least 4 moles, in the presence of ferric chloride in the heat.

Die Tetraaroyl,ierung des Pyrens wird in Gegenwart eines geeigneten Lösungs- bzw. Verteilungsmittels, wie Acetylentetrachlorid, Monochlorbenzol, Äthylenchlorid oder Tetrachlorkohlenstoff, durchgeführt. Als Aroylnerungsrnittelkommen vor allem die Halogenide der Carbonsäuren der Benzolreihe, die Benzoylchloride, die Chlor- oder Brombenzoylchlori,de, die Anisoylchlorid@e, ferner die Naphthoylehloninde usw. in Betracht. Beispiel io Teile Pyren werden mit 5o Teilen Aoetylentetrachlorid, .4o Teilen Benzoylahlord und 0,5 Teilen subldmiertem Ferrichlovid erhitzt. Bei etwa 30° setzt die Reaktion ein; sie wird durch anhaltendes Erhitzen unterstützt, wobei die Temperatur allmählich bis auf etwa r55° steigt. Wenn keine Salzsäureentwicklung mehr stattfindet, was nach etwa 3 Stunden der Fall ist, -,vird das Lösungsmittel durch Dampfdestillation entfernt, der Rückstand filtriert und zwecks Entfernung gebildeter Benzoesäure mit verdünnter Natriumcarbonatlösung ausgezogen. Der Rückstand wird mit etwa io Teilen Trichlorbenzol ausgekocht. Beim Abkühlen des Auszuges erhält man in sehr guter Ausbeute reines 3, 5, 8, io-Tetrgbenzoylpyren.The tetraaroylation of pyrene is carried out in the presence of a suitable solvent or distribution agent, such as acetylene tetrachloride, monochlorobenzene, ethylene chloride or carbon tetrachloride. The halides of the carboxylic acids of the benzene series, the benzoyl chlorides, the chlorobenzoyl chlorides or bromobenzoyl chlorides, the anisoyl chlorides, and also the naphthoylehlonind, etc., come into consideration as aroylnerating agents. EXAMPLE 10 parts of pyrene are heated with 50 parts of aoetylene tetrachloride, 40 parts of benzoyl chloride and 0.5 part of sublated ferric acid. The reaction starts at about 30 °; it is supported by sustained heating, the temperature gradually rising to around 55 °. When the evolution of hydrochloric acid no longer occurs, which is the case after about 3 hours, the solvent is removed by steam distillation, the residue is filtered and extracted with dilute sodium carbonate solution to remove benzoic acid formed. The residue is boiled with about 10 parts of trichlorobenzene. When the extract is cooled, pure 3, 5, 8, io-tetra-benzoyl pyrene is obtained in a very good yield.

Es stellt ein wertvolles Zwisehenpradükt zur Herstellung von Farbstoffen dar.It is a valuable product for the production of dyes represent.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 3, 5, 8, io-Tetraaroylpyrenen, dadurch gekennzeichnet, da.ß man Pyren in Gegenwert eines indifferenten Lösungsmittels und von Ferrichlorid mit überschüssigen Mengen an Aroylierungsmitteln, d. h. mit mindestens 4 Mol, in der Hitze behandelt.PATENT CLAIM: Process for the production of 3, 5, 8, io-tetraaroylpyrenes, characterized in that pyrene is equivalent to an inert solvent and of ferric chloride with excess amounts of aroylating agents, d. H. with at least 4 moles, treated in the heat.
DEG90794D 1934-07-11 1935-07-07 Process for the preparation of 3, 5, 8, 10-tetraaroyl pyrenes Expired DE720466C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH720466X 1934-07-11

Publications (1)

Publication Number Publication Date
DE720466C true DE720466C (en) 1942-05-09

Family

ID=4531492

Family Applications (1)

Application Number Title Priority Date Filing Date
DEG90794D Expired DE720466C (en) 1934-07-11 1935-07-07 Process for the preparation of 3, 5, 8, 10-tetraaroyl pyrenes

Country Status (1)

Country Link
DE (1) DE720466C (en)

Similar Documents

Publication Publication Date Title
US2182056A (en) Process for manufacturing sebacic acid
DE720466C (en) Process for the preparation of 3, 5, 8, 10-tetraaroyl pyrenes
US1878950A (en) Reduction of organic nitro compounds
CH413814A (en) Process for the preparation of 2,5-dichloro-, 2,5-dibromo- and 2,5-diiodo-terephthalic acid
DE569843C (en) Process for the preparation of 3-chloro-í¸-p-menthene
DE545993C (en) Process for the production of 1, 1, 2-trichloroethane
DE823738C (en) Process for the production of o-aminothiophenol or its alkali salts
DE826294C (en) Process for the production of cyclohexene
DE317755C (en)
DE2332064C2 (en) Process for the preparation of 2-hydroxynaphthalene-3-carboxylic acid
CH681982A5 (en)
DE865312C (en) Process for the preparation of alkylated hydrazines
CH176919A (en) Procedure for the preparation of the 3.5.8. 10-tetrabenzoyl pyrene.
DE549840C (en) Process for the preparation of 6-bromo-2-oxynaphthalene-3-carboxylic acid
DE2163849C3 (en) Process for the production of monochloroacetic acid
DE741587C (en) Process for the preparation of chlorination products of 3,6-Dinitrocarbazole
AT270622B (en) Process for the preparation of new o-hydroxy-p-acylamino-m'-halogenacylophenones
DE554235C (en) Process for the preparation of 2,7-dioxynaphthalene-3,6-dicarboxylic acid
DE926487C (en) Process for the production of 1, 2-dichloroethylene
AT226685B (en) Process for the preparation of monocarboxylic acid esters
DE670831C (en) Production of alkali nitrates from alkali chlorides and nitric acid
DE907174C (en) Process for the production of sulphonic acids
CH264491A (en) Process for the production of a quinazoline derivative.
CH148351A (en) Process for the preparation of an m-oxy-phenylarylamine carboxylic acid.
DE2163849A1 (en) Monochloroacetic acid prepn - by active carbon-catalysed chlorination of acetic acid