CH304314A - Process for the preparation of a new quinoxaline. - Google Patents
Process for the preparation of a new quinoxaline.Info
- Publication number
- CH304314A CH304314A CH304314DA CH304314A CH 304314 A CH304314 A CH 304314A CH 304314D A CH304314D A CH 304314DA CH 304314 A CH304314 A CH 304314A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- preparation
- formula
- new
- quinoxaline
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
verfahren zur Herstellung eines neuen Chinoxalins. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines neuen Chinoxa.lins, welches dadurch gekennzeichnet ist, dass man eine Verbindung der Formel
EMI0001.0007
orin X und F bei der Reaktion sich abspal tende Reste bedeuten, mit einer die Atomgrup pierung =N-CH2-CH2-N= aufweisenden Verbindung umsetzt.
Das so erhaltene 5,6,7,8-Dipyrido-(5',6',- 5",6")-1,2,3,=1-tetrahydro-ehinoxalin der For mel
EMI0001.0012
schmilzt bei 171 . Es besitzt Anti-Virus-Wir- kuiigund soll als Heilmittel Verwendung fin den. So zeigt es sich besonders wirksam gegen dem Influenza-Virus im Hühnerembryo. Als Ausgangsstoffe verwendet man vorteil haft einerseits 1,7-Phenanthrolin-5,6-chinon und anderseits Äthylendiamin- (1,2) oder Äthylenharnstoff. Das Äthylendiamin kann auch in Form seiner Salze verwendet werden.
Die Reaktion wird zweckmässig in Anwesenheit eines Verdünnungsmittels durchgeführt. Das als Ausgangsstoff verwendete 1,7-Phenanthro- lin-5,6-chinon kann nach dem Verfahren des schweiz. Patentes Nr. 296570 hergestellt wer den.
<I>Beispiel:</I> 5 Gewichtsteile 1,7-Phenanthrolin-5,6-chi- non werden in 300 Volumteilen abs. Äthyl- alkohol gelöst und heiss mit 1,5 Gewichtsteilen "ithylendiamin versetzt. Die Reaktion tritt so fort unter Farbumschlag ein.
Dabei bildet sich sehr wahrscheinlich zunächst das 5,6,7,8-Di- pyrido - (5',6',5",6") - dihydro - chinoxalin der Formel
EMI0001.0039
Man dampft auf 80 Volumteile ein.
Das aus gefallene 5,6,7,8-Dipyrido- (5',6',5",6") -chin- oxalin zeigt nach dem Umkristallisieren aus Methanol einen F. von 302-3030. Formel
EMI0002.0005
EMI0002.0006
Durch <SEP> weiteres <SEP> Einengen <SEP> der <SEP> Mutterlauge
<tb> kann <SEP> das <SEP> 5,6,7,8-Dipyrido-(5',6',5",6")-1,2,3,-1 i.etrahvdro-eliinoxalin <SEP> der <SEP> Formel
EMI0002.0007
gewonnen werden: es sehmilzt bei 171
process for the production of a new quinoxaline. The subject of the present patent is a process for the preparation of a new quinoxa.lin, which is characterized in that a compound of the formula
EMI0001.0007
orin X and F denote residues that split off during the reaction, with a compound having the atom group = N-CH2-CH2-N =.
The 5,6,7,8-dipyrido (5 ', 6', -5 ", 6") - 1,2,3, = 1-tetrahydro-ehinoxaline of the formula obtained in this way
EMI0001.0012
melts at 171. It has anti-virus properties and is said to be used as a remedy. It is particularly effective against the influenza virus in the chicken embryo. The starting materials used are advantageous on the one hand 1,7-phenanthroline-5,6-quinone and on the other hand ethylenediamine (1,2) or ethylene urea. The ethylenediamine can also be used in the form of its salts.
The reaction is expediently carried out in the presence of a diluent. The 1,7-phenanthroline-5,6-quinone used as the starting material can be produced using the Swiss method. Patent No. 296570 produced who the.
<I> Example: </I> 5 parts by weight of 1,7-phenanthroline-5,6-quinone in 300 parts by volume of abs. Dissolve ethyl alcohol and add 1.5 parts by weight of ethylenediamine while hot. The reaction occurs immediately with a color change.
The 5,6,7,8-dipyrido (5 ', 6', 5 ", 6") - dihydro - quinoxaline of the formula is very likely to be formed first
EMI0001.0039
It is evaporated to 80 parts by volume.
The 5,6,7,8-dipyrido (5 ', 6', 5 ", 6") -quinoxaline which has precipitated has an F. of 302-3030 after recrystallization from methanol. formula
EMI0002.0005
EMI0002.0006
By <SEP> further <SEP> concentration <SEP> of the <SEP> mother liquor
<tb> <SEP> can <SEP> 5,6,7,8-dipyrido- (5 ', 6', 5 ", 6") - 1,2,3, -1 i.etrahvdro-eliinoxalin <SEP > the <SEP> formula
EMI0002.0007
be obtained: it sehmelzt at 171
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH304314T | 1950-05-05 | ||
CH301251T | 1950-05-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH304314A true CH304314A (en) | 1954-12-31 |
Family
ID=25734317
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH304314D CH304314A (en) | 1950-05-05 | 1950-05-05 | Process for the preparation of a new quinoxaline. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH304314A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3169317A (en) * | 1961-08-16 | 1965-02-16 | Braun Ag | Screening or shearing foils for dry-shaving appliances |
-
1950
- 1950-05-05 CH CH304314D patent/CH304314A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3169317A (en) * | 1961-08-16 | 1965-02-16 | Braun Ag | Screening or shearing foils for dry-shaving appliances |
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