CH306793A - Process for making a new salt. - Google Patents
Process for making a new salt.Info
- Publication number
- CH306793A CH306793A CH306793DA CH306793A CH 306793 A CH306793 A CH 306793A CH 306793D A CH306793D A CH 306793DA CH 306793 A CH306793 A CH 306793A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- chloro
- methyl
- new salt
- anilide
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/13—Dicarboxylic acids
- C07C57/15—Fumaric acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Salzes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines neuen Salzes, welches dadurch gekennzeichnet ist, dass man N-Pyrrolidinoessigsäure-('2#-chlor-6- methyl-anilid) mit Fumarsäure zur Reaktion bringt. Man kann die Umsetzung in einem Lösungsmittel, wie zum Beispiel Alkohol, Äther, Benzol, Dioxan, Wasser, Wasser-Al- koholgemischen, vornehmen.
Man kann zur Ausführung des erfindungs gemässen Verfahrens auch so vorgehen, dass man ein solches Salz des N-Pyrrolidinoessig- säure- (2-chlor - 6 - methyl-anilides) mit einem solchen Salz der Fumarsäure zusammenbringt, aus welchen sich durch Umsetzung inter mediär das freie N-Pyrrolidinoessigsäure-(2- ehlor-6-methyl-anilid) und die freie Fumar- säure bilden.
Das Reaktionsprodukt besteht in diesem Falle aus zwei Salzen; je nach der Löslichkeit und Kristallisationstendenz der selben tritt das N-Pyrrolidinoessigsäure-(2- ehlor-6-methylanilid) - hydrogen- fumarat als erstes oder als zweites Kristallisat auf.
Das so erhaltene N-Pyrrolidinoessigsäiire- (2-chlor - 6 - methyl-anilid)-hydrogen-fitmarat bildet farblose Kristalle, die bei 2-28 bis 2i30 unter Zersetzung schmelzen. Das neue Salz soll als Lokalanästhetikum verwendet werden. <I>Beispiel:</I> 5 g N-Pyrrolidinoessigsäure - (2 - chlor - 6- methyl-anilid) in Äther werden mit einer Lösung von 2.;3 g Fumarsäure in einem Al kohol-Äthergemisch versetzt.
Nach kurzer Zeit tritt Kristallisation ein. Nach einiger Zeit werden die gebildeten Kristalle abgesaugt, mit Äther gewaschen und dann getrocknet. Man erhält 7,2 g des bei 2i2$ bis 2230 unter Zer setzung schmelzenden N-Pyrrolidinoessigsäure- (?-chlor-6-methyl-anilid) -liydrogen-fumarates.
Process for making a new salt. The subject of the present patent is a process for the preparation of a new salt, which is characterized in that N-pyrrolidinoacetic acid - ('2 # -chloro-6-methyl-anilide) is reacted with fumaric acid. The reaction can be carried out in a solvent, such as, for example, alcohol, ether, benzene, dioxane, water, water-alcohol mixtures.
To carry out the process according to the invention, one can also proceed in such a way that such a salt of N-pyrrolidinoacetic acid (2-chloro-6-methyl-anilides) is brought together with such a salt of fumaric acid, from which it is obtained by reaction the free N-pyrrolidinoacetic acid (2-chloro-6-methyl-anilide) and the free fumaric acid form.
The reaction product in this case consists of two salts; Depending on the solubility and tendency to crystallize, N-pyrrolidinoacetic acid (2-chloro-6-methylanilide) hydrogen fumarate occurs as the first or second crystallizate.
The N-pyrrolidinoacetic acid (2-chloro-6-methyl-anilide) -hydrogen fitmarate obtained in this way forms colorless crystals which melt at 2-28 to 2130 with decomposition. The new salt is intended to be used as a local anesthetic. <I> Example: </I> 5 g of N-pyrrolidinoacetic acid - (2 - chloro - 6 - methyl anilide) in ether are mixed with a solution of 2; 3 g of fumaric acid in an alcohol-ether mixture.
Crystallization occurs after a short time. After some time, the crystals formed are filtered off with suction, washed with ether and then dried. 7.2 g of N-pyrrolidinoacetic acid (? -Chloro-6-methyl-anilide) -lydrogen fumarate, which melts at 2 1/2 to 2230 with decomposition, are obtained.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH306793T | 1955-04-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH306793A true CH306793A (en) | 1955-04-30 |
Family
ID=4492946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH306793D CH306793A (en) | 1955-04-30 | 1952-02-25 | Process for making a new salt. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH306793A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2532306A1 (en) * | 1982-08-27 | 1984-03-02 | Pharmaton Sa | BASIC ACETANILIDES, PROCESS FOR THEIR PREPARATION AND MEDICAMENTS CONTAINING THE SAME |
-
1952
- 1952-02-25 CH CH306793D patent/CH306793A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2532306A1 (en) * | 1982-08-27 | 1984-03-02 | Pharmaton Sa | BASIC ACETANILIDES, PROCESS FOR THEIR PREPARATION AND MEDICAMENTS CONTAINING THE SAME |
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