AT331257B - PROCESS FOR MANUFACTURING NEW IMIDAZO (1,2-A) S-TRIAZINE - Google Patents

PROCESS FOR MANUFACTURING NEW IMIDAZO (1,2-A) S-TRIAZINE

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Publication number
AT331257B
AT331257B AT650075A AT650075A AT331257B AT 331257 B AT331257 B AT 331257B AT 650075 A AT650075 A AT 650075A AT 650075 A AT650075 A AT 650075A AT 331257 B AT331257 B AT 331257B
Authority
AT
Austria
Prior art keywords
triazine
formula
new imidazo
manufacturing new
meaning given
Prior art date
Application number
AT650075A
Other languages
German (de)
Other versions
ATA650075A (en
Original Assignee
Boehringer Sohn Ingelheim
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
Priority claimed from DE2314488A external-priority patent/DE2314488C3/en
Application filed by Boehringer Sohn Ingelheim filed Critical Boehringer Sohn Ingelheim
Priority to AT650075A priority Critical patent/AT331257B/en
Publication of ATA650075A publication Critical patent/ATA650075A/en
Application granted granted Critical
Publication of AT331257B publication Critical patent/AT331257B/en

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Description

  

   <Desc/Clms Page number 1> 
 



   Die Erfindungbetrifft ein Verfahren zur Herstellung von neuen   Imidazol[l, 2-a]s-triazinen   der allgemeinen Formel 
 EMI1.1 
 in der   R1   einen unsubstituierten oder durch Halogenatome, vorzugsweise Fluor-, Chlor- oder Bromatome, Methyl-, Methoxy- oder Trifluormethylgruppen gleich oder verschieden ein-bis dreifach substituierten Phenylrest und R2 ein Wasserstoffatom oder einen unsubstituierten oder ein- bis mehrfach durch Halogenatome, vorzugsweise Chloratome, substituierten Phenylrest bedeutet, welche wertvolle therapeutische Eigenschaften besitzen. 



   Die Herstellung der Verbindungen der Formel (I) erfolgt durch Umsetzung einer Verbindung der allgemeinen Formel 
 EMI1.2 
 in welcher   R1   die angegebene Bedeutung besitzt, mit einem Orthoester der Formel 
 EMI1.3 
 inder R2 die oben angegebene Bedeutung besitzt und R eine Niederalkylgruppe mit 1 bis 3 Kohlenstoffatomen bedeutet. 



   Diese Kondensationen werden vorzugsweise thermisch mit oder ohne Anwendung von Lösungsmitteln bei Temperaturen zwischen 80 und 1800C durchgeführt. 



   Verbindungen der Formel (II) sind durch Umsetzung von Verbindungen der Formel 
 EMI1.4 
 worin   R1   die obige Bedeutung besitzt, mit Carbaminsäureestern herstellbar. 



   Ausgangsverbindungen der Formel (IV) sind z. B. in den belgischen Patentschriften Nr. 623. 305, Nr. 687. 656, Nr. 687.   657 und Nr. 705. 944 beschrieben.   



   Die neuen Verbindungen zeichnen sich durch wertvolle therapeutische Eigenschaften aus. Sie entfalten insbesondere eine ausgesprochen antidepressive Wirkung, die von   einer Anti-Ulcus-Wirkung, Anti-Odem-   
 EMI1.5 
 

 <Desc/Clms Page number 2> 

 
 EMI2.1 
 
 EMI2.2 
 

 <Desc/Clms Page number 3> 

 
 EMI3.1 
 
 EMI3.2 




   <Desc / Clms Page number 1>
 



   The invention relates to a process for the preparation of new imidazole [1,2-a] s-triazines of the general formula
 EMI1.1
 in which R1 is an unsubstituted or by halogen atoms, preferably fluorine, chlorine or bromine atoms, methyl, methoxy or trifluoromethyl groups, identically or differently mono- to trisubstituted phenyl and R2 is a hydrogen atom or an unsubstituted or mono- or polysubstituted by halogen atoms, preferably Chlorine atoms, substituted phenyl radical means which have valuable therapeutic properties.



   The compounds of the formula (I) are prepared by reacting a compound of the general formula
 EMI1.2
 in which R1 has the meaning given, with an orthoester of the formula
 EMI1.3
 in which R2 has the meaning given above and R denotes a lower alkyl group having 1 to 3 carbon atoms.



   These condensations are preferably carried out thermally with or without the use of solvents at temperatures between 80 and 1800C.



   Compounds of formula (II) are obtained by reacting compounds of formula
 EMI1.4
 where R1 has the above meaning, producible with carbamic acid esters.



   Starting compounds of the formula (IV) are, for. Described in Belgian patents No. 623,305, No. 687,656, No. 687,657 and No. 705,944.



   The new compounds are characterized by valuable therapeutic properties. In particular, they develop a pronounced antidepressant effect, which consists of an anti-ulcer effect, anti-edema
 EMI1.5
 

 <Desc / Clms Page number 2>

 
 EMI2.1
 
 EMI2.2
 

 <Desc / Clms Page number 3>

 
 EMI3.1
 
 EMI3.2

Claims (1)

begleitetPATENTANSPRÜCHE : 1. Verfahren zur Herstellung von neuen lmidazo[l, 2-a]s-triazinen der allgemeinen Formel EMI4.1 worin R1 emen unsubstituierten oder durch Halogenatome, vorzugsweise Fluor-, Chlor- oder Bromatome, EMI4.2 EMI4.3 oder Trifluormethylgruppen gleichin welcher R1 die angegebene Bedeutung besitzt, mit einem Orthoester der Formel EMI4.4 in der R2 die oben angegebene Bedeutung hat und R eine Niederalkylgruppe mit 1 bis 3 Kohlenstoffatomen bedeutet, umsetzt. EMI4.5 PATENT CLAIMS: 1. Process for the preparation of new imidazo [1,2-a] s-triazines of the general formula EMI4.1 wherein R1 emen unsubstituted or halogen atoms, preferably fluorine, chlorine or bromine atoms, EMI4.2 EMI4.3 or trifluoromethyl groups in which R1 has the meaning given, with an orthoester of the formula EMI4.4 in which R2 has the meaning given above and R denotes a lower alkyl group having 1 to 3 carbon atoms. EMI4.5
AT650075A 1973-03-23 1975-08-22 PROCESS FOR MANUFACTURING NEW IMIDAZO (1,2-A) S-TRIAZINE AT331257B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT650075A AT331257B (en) 1973-03-23 1975-08-22 PROCESS FOR MANUFACTURING NEW IMIDAZO (1,2-A) S-TRIAZINE

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE2314488A DE2314488C3 (en) 1973-03-23 1973-03-23 8- (2,6-Dichlorophenyl) -7- (4-chlorophenyl) -5-oxo-233,8-tetrahydro-imidazo [1,2-a] -s-triazine, process for its preparation and medicament containing it
AT193674A AT331256B (en) 1973-03-23 1974-03-08 PROCESS FOR PREPARING NEW IMIDAZO- (1,2-A) S-TRIAZINE
AT650075A AT331257B (en) 1973-03-23 1975-08-22 PROCESS FOR MANUFACTURING NEW IMIDAZO (1,2-A) S-TRIAZINE

Publications (2)

Publication Number Publication Date
ATA650075A ATA650075A (en) 1975-11-15
AT331257B true AT331257B (en) 1976-08-10

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Family Applications (1)

Application Number Title Priority Date Filing Date
AT650075A AT331257B (en) 1973-03-23 1975-08-22 PROCESS FOR MANUFACTURING NEW IMIDAZO (1,2-A) S-TRIAZINE

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AT (1) AT331257B (en)

Also Published As

Publication number Publication date
ATA650075A (en) 1975-11-15

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