CH312532A - Process for making a pyridazone. - Google Patents

Process for making a pyridazone.

Info

Publication number
CH312532A
CH312532A CH312532DA CH312532A CH 312532 A CH312532 A CH 312532A CH 312532D A CH312532D A CH 312532DA CH 312532 A CH312532 A CH 312532A
Authority
CH
Switzerland
Prior art keywords
chlorophenyl
pyridazon
pyridazone
dimethylamine
making
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH312532A publication Critical patent/CH312532A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D237/22—Nitrogen and oxygen atoms

Description

  

  Verfahren zur Herstellung eines     Pyridazons.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung von     6-Di-          methyla.mino-2-        (p-chlorphenyl)        -pyridazon-   <B>(3)</B>  der Formel , _ - .  
EMI0001.0006     
    Die neue Verbindung wird erhalten, wenn  man     2-(p-Chlorphenyl)-pyridazon-(3),    das in       6-Stellung    einen austauschfähigen     Substituen-          ten    aufweist, mit     Dimethylamin    umsetzt.

   Ein  austauschfähiger     Substituent    ist zum Bei  spiel ein Halogen-, insbesondere ein Chlor  atom, oder auch eine substituierte     Oxy-,    wie       Phenoxy-,    oder     Mercapto-,    wie     Methylmer-          captogruppe.     



  Die Reaktion kann in An- oder Abwesen  heit von Verdünnungsmitteln     undloder    Kon  densationsmitteln     und/oder    Katalysatoren im  offenen oder geschlossenen Gefäss unter Druck       durehgeführt    werden.  



  Das     Verfahrensprodukt,    das     6-Dimethyl-          amino-2-(p-chlorphenyl)-pyrida.zon-(3)    vom       I'.    =     174-1.76 ,    ist neu. Es zeigt eine     anti-          pyretische    und     analgetische    Wirkung und soll  als Heilmittel Verwendung finden.  



  Die Erfindung wird im nachfolgenden  Beispiel näher beschrieben. Zwischen Ge  wichtsteil     und        Volumteil    besteht die gleiche  Beziehung wie zwischen Gramm und Kubik  zentimeter.         Beispiel:       12 Gewichtsteile     2-(p-Chlorphenyl)-6-chlor-          pyridazon-    (3) werden im geschlossenen Ge  fäss mit einer 20 Gewichtsteile     Dimethylamin     enthaltenden     31,5o/oigen        äthylalkoholischen          Dimethy        laminlösung    6 Stunden auf 150-155   erhitzt.

   Nach dem Erkalten     nutseht    man den  Gefässinhalt ab und kristallisiert den Rück  stand mehrmals aus Benzol unter Verwen  dung von Tierkohle um. Das so erhaltene     6-          Dimethylamino    - 2 -     (p-chlorphenyl)    -     pyridazon-          (3)    schmilzt bei     174-176 .  



  Process for making a pyridazone. The present patent relates to a process for the preparation of 6-dimethyla.mino-2- (p-chlorophenyl) -pyridazon- <B> (3) </B> of the formula, _ -.
EMI0001.0006
    The new compound is obtained when 2- (p-chlorophenyl) -pyridazon- (3), which has an exchangeable substituent in the 6-position, is reacted with dimethylamine.

   An exchangeable substituent is, for example, a halogen, in particular a chlorine atom, or a substituted oxy, such as phenoxy, or mercapto, such as methylmercapto group.



  The reaction can be carried out in the presence or absence of diluents and / or condensation agents and / or catalysts in an open or closed vessel under pressure.



  The process product, the 6-dimethyl-amino-2- (p-chlorophenyl) -pyrida.zon- (3) from I '. = 174-1.76, is new. It has an antipyretic and analgesic effect and is said to be used as a remedy.



  The invention is described in more detail in the following example. The relationship between part by weight and part by volume is the same as that between grams and cubic centimeters. Example: 12 parts by weight of 2- (p-chlorophenyl) -6-chloropyridazon- (3) are heated in a closed vessel with a 31.5% ethyl alcoholic dimethylamine solution containing 20 parts by weight of dimethylamine for 6 hours at 150-155.

   After cooling, the contents of the vessel are removed and the residue crystallized several times from benzene using animal charcoal. The 6-dimethylamino-2 - (p-chlorophenyl) -pyridazon- (3) thus obtained melts at 174-176.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Pyrid- azons, dadurch gekennzeichnet, dass man 2-(p- Chlorphenyl)-pyridazon-(3), das in 6-Stellung einen austauschfähigen Substituenten auf weist, mit Dimethylamin umsetzt. Das Verfahrensprodukt, das 6-Dimethyl- amino-2-(p-chlorphenyl)-pyridazon-(3) vom F. = 174-176 , ist neu. Es soll als Heilmit tel Verwendung finden. UNTERANSPRÜCHE: 1. Claim: Process for the production of a pyridazone, characterized in that 2- (p-chlorophenyl) -pyridazon- (3), which has an exchangeable substituent in the 6-position, is reacted with dimethylamine. The product of the process, the 6-dimethylamino-2- (p-chlorophenyl) pyridazon- (3) from F. = 174-176, is new. It should be used as a remedy. SUBCLAIMS: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man 2-(p-Chlor- phenyl) - 6 - halogen - pyridazon - (3) mit Di- m.ethylamin umsetzt. 2. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man 2-(p-Chlorphenyl)-6-chlor-pyrid- azon-(3) mit Dimethylamin umsetzt. Process according to patent claim, characterized in that 2- (p-chlorophenyl) - 6 - halogen - pyridazon - (3) is reacted with dimethylamine. 2. The method according to claim and dependent claim 1, characterized in that 2- (p-chlorophenyl) -6-chloro-pyrid- azon- (3) is reacted with dimethylamine.
CH312532D 1952-06-20 1952-06-20 Process for making a pyridazone. CH312532A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH310245T 1952-06-20
CH312532T 1952-06-20

Publications (1)

Publication Number Publication Date
CH312532A true CH312532A (en) 1955-12-31

Family

ID=25735640

Family Applications (1)

Application Number Title Priority Date Filing Date
CH312532D CH312532A (en) 1952-06-20 1952-06-20 Process for making a pyridazone.

Country Status (1)

Country Link
CH (1) CH312532A (en)

Similar Documents

Publication Publication Date Title
DE1443599A1 (en) Unsaturated amines
CH312532A (en) Process for making a pyridazone.
DE622494C (en) Process for the preparation of mono- or polynitropolysulfones and their reduction products
CH312531A (en) Process for making a pyridazone.
CH312534A (en) Process for making a pyridazone.
CH310245A (en) Process for making a pyridazone.
AT213872B (en) Process for the production of new basic phenol ethers and their salts
CH312533A (en) Process for making a pyridazone.
CH312530A (en) Process for making a pyridazone.
DE713353C (en) Process for the production of aryl phenols and their aryl ethers
AT134626B (en) Process for the preparation of amino alcohols.
AT221502B (en) Process for the production of new basic phenol ethers and their salts
DE641675C (en) Process for the preparation of oxyarylaminophenanthrene compounds
AT140851B (en) Process for the preparation of basic substituted ethers or thioethers.
DE911259C (en) Process for the preparation of O-phenyl derivatives of the oxybenzal thiosemicarbazones
DE446543C (en) Process for the preparation of 7, 8-benzoacridine-9-carboxylic acids and their compounds
CH313317A (en) Process for making a pyridazone
DE615184C (en) Process for the preparation of amino compounds of the quinoline series
AT263749B (en) Process for the preparation of dibenzocycloheptaene derivatives and their acid addition salts
DE600585C (en) Process for the production of indolesulfonic acids of the benzene and naphthalene series
CH311585A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH313320A (en) Process for making a pyridazone
CH206630A (en) Process for preparing an aminobenzenesulfonic acid amide compound.
CH313318A (en) Process for making a pyridazone
CH206631A (en) Process for preparing an aminobenzenesulfonic acid amide compound.