CH184301A - Process for the production of phthalonitrile. - Google Patents
Process for the production of phthalonitrile.Info
- Publication number
- CH184301A CH184301A CH184301DA CH184301A CH 184301 A CH184301 A CH 184301A CH 184301D A CH184301D A CH 184301DA CH 184301 A CH184301 A CH 184301A
- Authority
- CH
- Switzerland
- Prior art keywords
- phthalonitrile
- parts
- production
- tertiary
- nitrogen
- Prior art date
Links
Description
Verfahren zur Herstellung von Phthalonitril. Vorliegende Erfindung betrifft ein Ver fahren zur Herstellung von Phthalonitril, welches dadurch gekennzeichnet ist, dass auf Phthalamid Phosgen in einer flüssigen, zykli schen, organischen, tertiären, stickstoffhaltigen Base einwirken gelassen wird.
Beispiele von geeigneten tertiären, stick stoffhaltigen Basen sind: Pyridin, einschliess lich technisches. Pyridin, Dimethyl- und Di- äthylanilin und Diäthyl-o-toluidin. Ein inertes Verdünnungsmittel, wie Chlorbenzol, Benzin, Toluol und Nitrobenzol kann der tertiären, stickstoffhaltigen Flüssigkeit mit Vorteil zu gesetzt werden.
<I>Beispiel 1:</I> 164 Teile gepulvertes Pbthalamid werden in 1500 Teilen trockenem Pyridin (über galiumhydrogyd getrocknet) suspendiert. Phosgen wird während 40 Minuten eingerührt, so dass die Temperatur allmählich auf 86 <B>0</B> steigt und eine Gewichtszunahme von 205 Teilen erhalten wird. Die resultierende, klare, dunkle Lösung wird abgekühlt und auf Eis geschüttet. Das gefällte Phthalonitril wird gefiltert, mit Wasser gewaschen und bei 100 C getrocknet. Der Ertrag ist 110 Teile und das Phthalonitril schmilzt bei 136-138' C.
Eine einmalige Rekristallisation aus Alkohol ergibt ein Material vom richtigen Schmelzpunkt, z. B. 140 C.
<I>Beispiel 2:</I> 165 Teile gepulvertes Phthalamid-werden in einem Gemisch von 353 Teilen trockenen Dimethylanilins und 410 Teilen trockenen Chlorbenzols suspendiert und auf 60--65 C erhitzt. 220 Teile Phosgen werden bei 60 bis 65 C in solchem Verhältnis eingerührt, dass alles Phosgen absorbiert wird. Das Phthalo- nitril wird wie im Beispiel 1 isoliert. Der Ertrag ist 112 Teile, der Schmelzpunkt 139 C.
Process for the production of phthalonitrile. The present invention relates to a method for the production of phthalonitrile, which is characterized in that phosgene is allowed to act on phthalamide in a liquid, cyclic, organic, tertiary, nitrogen-containing base.
Examples of suitable tertiary, nitrogen-containing bases are: Pyridine, including technical ones. Pyridine, dimethyl and diethyl aniline and diethyl-o-toluidine. An inert diluent such as chlorobenzene, gasoline, toluene and nitrobenzene can advantageously be added to the tertiary nitrogen-containing liquid.
<I> Example 1 </I> 164 parts of powdered phthalamide are suspended in 1500 parts of dry pyridine (dried over galium hydrogen). Phosgene is stirred in for 40 minutes, so that the temperature gradually rises to 86 and a weight increase of 205 parts is obtained. The resulting, clear, dark solution is cooled and poured onto ice. The precipitated phthalonitrile is filtered, washed with water and dried at 100.degree. The yield is 110 parts and the phthalonitrile melts at 136-138 'C.
A single recrystallization from alcohol gives a material of the correct melting point, e.g. B. 140 C.
<I> Example 2: </I> 165 parts of powdered phthalamide are suspended in a mixture of 353 parts of dry dimethylaniline and 410 parts of dry chlorobenzene and heated to 60-65 C. 220 parts of phosgene are stirred in at 60 to 65 ° C. in such a ratio that all of the phosgene is absorbed. The phthalonitrile is isolated as in Example 1. The yield is 112 parts, the melting point 139 C.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE184301X | 1934-07-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH184301A true CH184301A (en) | 1936-05-31 |
Family
ID=5718943
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH184301D CH184301A (en) | 1934-07-20 | 1935-05-09 | Process for the production of phthalonitrile. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH184301A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2459128A (en) * | 1946-05-18 | 1949-01-11 | American Cyanamid Co | Method for producing nitriles |
-
1935
- 1935-05-09 CH CH184301D patent/CH184301A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2459128A (en) * | 1946-05-18 | 1949-01-11 | American Cyanamid Co | Method for producing nitriles |
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