DE498050C - Process for the preparation of 1, 3, 5-trinitro-2, 4, 6-triazidobenzene - Google Patents

Process for the preparation of 1, 3, 5-trinitro-2, 4, 6-triazidobenzene

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Publication number
DE498050C
DE498050C DET34107D DET0034107D DE498050C DE 498050 C DE498050 C DE 498050C DE T34107 D DET34107 D DE T34107D DE T0034107 D DET0034107 D DE T0034107D DE 498050 C DE498050 C DE 498050C
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DE
Germany
Prior art keywords
trinitro
triazidobenzene
solution
acetone
preparation
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
DET34107D
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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.)
OLDRICH TUREK DR ING
Original Assignee
OLDRICH TUREK DR ING
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 OLDRICH TUREK DR ING filed Critical OLDRICH TUREK DR ING
Priority to DET34107D priority Critical patent/DE498050C/en
Application granted granted Critical
Publication of DE498050C publication Critical patent/DE498050C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C247/00Compounds containing azido groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von i, 3, 5-Trinitro-2, 4, 6-triazidobenzol Es wurde festgestellt, daß durch Einwirkung einer Lösung von 1, 3, 5-Trinitro-2, 4, 6-trichlorbenzol auf eine Lösung von Alkaliazid (Natriumazid) 1, 3, 5-Trinitro-z, 4., 6-triazidobenzol entsteht, das bis jetzt nirgends be,-schrieben worden ist. Als Lösungsmittel wird mit Vorteil Alkohol. Aceton, Wasser usw.verwendet.Process for the preparation of i, 3, 5-trinitro-2, 4, 6-triazidobenzene It was found that by the action of a solution of 1, 3, 5-trinitro-2, 4, 6-trichlorobenzene to a solution of alkali azide (sodium azide) 1, 3, 5-trinitro-z, 4., 6-triazidobenzene is formed, which has not yet been described anywhere. The solvent used is advantageously alcohol. Acetone, water, etc. are used.

Das 1, 3, 5-Trinitro-2, 4, 6-triazidobenzol ist ein kristallisierter, gelber Stoff, der neutral reagiert, nicht hygroskopisch und verhältnismäßig beständig ist, auf Metalle nicht einwirkt und die Eigenschaften eines sehr wirksamen Explosivstoffes besitzt. Dieser Stoff schmilzt bei 131° und geht unter Abspal@ tung von drei Molekülen von Elementarstickstoff in Hexanitrosobenzol über.The 1, 3, 5-trinitro-2, 4, 6-triazidobenzene is a crystallized, yellow substance that reacts neutrally, not hygroscopic and relatively stable is, does not act on metals and the properties of a very effective explosive owns. This substance melts at 131 ° and splits off three molecules from elemental nitrogen to hexanitrosobenzene.

Am besten läßt sich die Verbindung aus Anilin nach folgendem Schema herstellen.: Beispiele i. Es werden 62 g Natriumazid oder ;; g Kaliumazid in Zoo cm3 Wasser gelöst und unter Rühren Zoo cm3 Äthylalkohol und ioo cm3 Aceton zugesetzt. Im Falle, daß die erhaltene Lösung alkalisch ist, wird sie durch verdünnte Salzsäure neutralisiert. In eine solche Lösung läßt man bei heftigem Rühren in dünnem Strom eine Lösung von 5o g 1, 3, 5-Trinitro-2, 4., 6-trichlorbenzol in 170 cm3 Aceton zufließen. Damit die Konzentration des Acetons nicht zu hoch steigt, was eine Herabsetzung der Ausbeute zur Folge hätte, wird in einem Vakuum das Aceton .aus -der Reaktionsflüssigkeit in dem Maße abgesaugt , in welchem die Acetonlösung des Nitrostoffes zufließt. Das Reaktionsgemisch muß auf einer Temperatur zwischen 2o und 30° gehalten werden. Das 1, 3, 5-Trinitro-2, .l, Gc.triazidobenzol scheidet sich während der Einführung der Lösung des Trinitrobenzols in Form feiner Kristalle aus. Die Einführung des \itro: stoffes dauert 30 Minuten, unter Umständen länger. Die Ausbeute beträgt 7o bis go 0,o. Statt des Acetons oder des Alkohols kann man selbstverständlich auch andere mit Wasser mischbare Lösungsmittel verwenden. Der Alkohol spielt in der Reaktion eine -wich,-,tige Rolle, da er die Ausscheidung eines reinen und kristallisierten Produkts unterstützt und eine Aussalzung des Acetons aus der wässerigen Lösung durch das sich bei der Reaktion bildende Natriumchlorid verhindert.The best way to make the compound from aniline is as follows: Examples i. There are 62 g of sodium azide or ;; g potassium azide dissolved in zoo cm3 water and added zoo cm3 ethyl alcohol and 100 cm3 acetone while stirring. In the event that the solution obtained is alkaline, it is neutralized by dilute hydrochloric acid. In such a solution is allowed with vigorous stirring in a thin stream a solution of 5o g of 1, 3, 5-trinitro-2, 4, 6-trichlorobenzene flow into 1 70 cm3 acetone. So that the concentration of the acetone does not rise too high, which would result in a reduction in the yield, the acetone is sucked out of the reaction liquid in a vacuum to the extent that the acetone solution of the nitrous flows in. The reaction mixture must be kept at a temperature between 20 and 30 °. The 1, 3, 5-trinitro-2, .l, Gc.triazidobenzol separates out in the form of fine crystals during the introduction of the trinitrobenzene solution. The introduction of the \ itro: material takes 30 minutes, possibly longer. The yield is 70 to 0, o. Instead of acetone or alcohol, other water-miscible solvents can of course also be used. The alcohol plays an important role in the reaction, since it supports the excretion of a pure and crystallized product and prevents the acetone from being salted out of the aqueous solution by the sodium chloride formed during the reaction.

s. In die Lösung von 6,5 g Natriumazid in :!5o cms Äthylalkohol (Soprozentig) werden io,5 g feinpulveriges i. 3, 5-Trinitroz, 4. 6-trichlorbenzol unter lebhaftem Rühren eingetragen. Man läßt bei gewöhnlicher Temperatur absitzen, bis alles in einen dicken Brei von feinen Kristallen umgewandelt ist, worauf man die Kristalle absaug t und wäscht. Das auskristallisierte i; 3, 5-Trinitro-z, ¢, 6-triazidobenzol ist roch nicht ganz rein, und es muß deshalb mit Chloroform oder einem anderen geeigneten Lösungsmittel einer Umkristallisierung unterworfen werden.See the solution of 6.5 g of sodium azide in:! 50 cms of ethyl alcohol (5 percent) io, 5 g of finely powdered i. 3, 5-trinitroz, 4. 6-trichlorobenzene under brisk Stirring entered. Allow to settle at normal temperature until everything falls into place a thick pulp of fine crystals is transformed, whereupon the crystals are called sucks and washes. The crystallized i; 3, 5-trinitro-z, [, 6-triazidobenzene the smell is not entirely pure, and it must therefore be mixed with chloroform or another suitable one Solvent are subjected to recrystallization.

Claims (1)

PATENTANSPRUCII: Verfahren zur Herstellung von i, 3, 5- Trinitro-?, q., 6-triazidobenzol, dadurch ge- kennzeichnet, daß man eine geeignete Lösung von i, 3, 5-Trinitro-z, q., 6-trichlor- beüzol auf eine geeignete Lösung von Alkaliazid einwirken läßt.
PATENT CLAIM: Method of making i, 3, 5- Trinitro- ?, q., 6-triazidobenzene, thereby indicates that you have a suitable Solution of i, 3, 5-trinitro-z, q., 6-trichloro- beüzol for a suitable solution of Let alkali azide act.
DET34107D 1927-10-19 1927-10-19 Process for the preparation of 1, 3, 5-trinitro-2, 4, 6-triazidobenzene Expired DE498050C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DET34107D DE498050C (en) 1927-10-19 1927-10-19 Process for the preparation of 1, 3, 5-trinitro-2, 4, 6-triazidobenzene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DET34107D DE498050C (en) 1927-10-19 1927-10-19 Process for the preparation of 1, 3, 5-trinitro-2, 4, 6-triazidobenzene

Publications (1)

Publication Number Publication Date
DE498050C true DE498050C (en) 1930-05-17

Family

ID=7558265

Family Applications (1)

Application Number Title Priority Date Filing Date
DET34107D Expired DE498050C (en) 1927-10-19 1927-10-19 Process for the preparation of 1, 3, 5-trinitro-2, 4, 6-triazidobenzene

Country Status (1)

Country Link
DE (1) DE498050C (en)

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