DE545265C - Process for the preparation of 2-nitroacridine - Google Patents

Process for the preparation of 2-nitroacridine

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Publication number
DE545265C
DE545265C DE1930545265D DE545265DD DE545265C DE 545265 C DE545265 C DE 545265C DE 1930545265 D DE1930545265 D DE 1930545265D DE 545265D D DE545265D D DE 545265DD DE 545265 C DE545265 C DE 545265C
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DE
Germany
Prior art keywords
nitroacridine
preparation
acridine
sulfuric acid
parts
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
DE1930545265D
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German (de)
Inventor
Dr Oskar Haller
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.)
IG Farbenindustrie AG
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
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Publication of DE545265C publication Critical patent/DE545265C/en
Expired legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

Verfahren zur Darstellung von 2-Nitroacridin Bei der bekannten Nitrierung von Acridin mit heißer Salpetersäure bzw. Salpeter-Schwefelsäure in der Wärme entsteht ein Gemisch zweier Mononitroderivate und ein Dinitroderivat (vgl.Annalen 158 [1871] S. 275; Berichte 6o [z927] S. 137o).Process for the preparation of 2-nitroacridine In the known nitration from acridine with hot nitric acid or nitric-sulfuric acid in the heat a mixture of two mononitro derivatives and one dinitro derivative (see Annalen 158 [1871] P. 275; Reports 6o [z927] p. 137o).

Es wurde nun gefunden, daß man ein einheitliches Nitroacridin, und zwar das a-Nitroacridin, erhält, wenn man Acridin in konzentrierter Schwefelsäure bei Temperaturen unter 25° nitriert.It has now been found that a uniform nitroacridine, and a-nitroacridine is obtained when acridine is added to concentrated sulfuric acid nitrided at temperatures below 25 °.

Beispiel 17,9 Teile Acridin werden in Zoo Teilen konzentrierter Schwefelsäure gelöst, auf o° gekühlt und bei o bis 5 ° 13,8 Teile einer Nitriersäure, welche 43,6 °/o HNO., enthält, langsam zufließen gelassen. Nach Entfernung des Kühlmittels wird noch ungefähr 2 Stunden bei 15° gerührt, dasNitriergemisch dann in Eiswasser eingetragen, die Lösung filtriert und durch Zugabe von Natronlauge neutralisiert, wobei sich das gelbe 2-Nitroacridin abscheidet. Nach dem Absaugen, Auswaschen und Trocknen kristallisiert man es aus Chlorbenzol um und erhält goldgelbe Blättchen vom F. 216° in einer Ausbeute von 5 % der Theorie.EXAMPLE 17.9 parts of acridine are dissolved in zoo parts of concentrated sulfuric acid, cooled to 0 ° and 13.8 parts of a nitrating acid which contains 43.6% HNO., Are slowly allowed to flow in at 0 ° to 5 °. After removing the coolant, the mixture is stirred for about 2 hours at 15 °, the nitration mixture is then poured into ice water, the solution is filtered and neutralized by adding sodium hydroxide solution, the yellow 2-nitroacridine separating out. After suctioning off, washing out and drying, it is recrystallized from chlorobenzene and golden yellow flakes with a melting point of 216 ° are obtained in a yield of 5 % of theory.

Das erhaltene Nitroacridin kann in vielfacher technischer Hinsicht verwendet werden.The nitroacridine obtained can be used in many technical respects be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von :2-Nitroacridin, darin bestehend, daß man Acridin in konzentrierter Schwefelsäure bei Temperaturen unter 25° nitriert.PATENT CLAIM: Process for the preparation of: 2-nitroacridine, therein consisting of acridine in concentrated sulfuric acid at temperatures below 25 ° nitrided.
DE1930545265D 1930-12-23 1930-12-23 Process for the preparation of 2-nitroacridine Expired DE545265C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE545265T 1930-12-23

Publications (1)

Publication Number Publication Date
DE545265C true DE545265C (en) 1932-02-27

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Family Applications (1)

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DE1930545265D Expired DE545265C (en) 1930-12-23 1930-12-23 Process for the preparation of 2-nitroacridine

Country Status (1)

Country Link
DE (1) DE545265C (en)

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