GB754873A - Dicarnitine dichloride and a process for the preparation thereof - Google Patents
Dicarnitine dichloride and a process for the preparation thereofInfo
- Publication number
- GB754873A GB754873A GB13450/54A GB1345054A GB754873A GB 754873 A GB754873 A GB 754873A GB 13450/54 A GB13450/54 A GB 13450/54A GB 1345054 A GB1345054 A GB 1345054A GB 754873 A GB754873 A GB 754873A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dichloride
- dicarnitine
- solution
- agent
- vacuo
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C219/04—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C219/08—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the hydroxy groups esterified by a carboxylic acid having the esterifying carboxyl group bound to an acyclic carbon atom of an acyclic unsaturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/22—Separation; Purification; Stabilisation; Use of additives
- C07C231/24—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises the b -hydroxy-g -trimethylammonium chloride butyrate of b -hydroxy-g -trimethylammonium chloride butyric acid (dicarnitine dichloride) of the formula <FORM:0754873/IV(a)/1> and a process for the preparation thereof by dissolving b -hydroxy-g -trimethylammoniumchloridebutyronitrile in concentrated hydrochloric acid, e.g. with approximately twice its weight of concentrated hydrochloric acid, and heating the resulting solution under pressure, e.g. at a temperature between 100 DEG and 140 DEG C. for several hours. The desired product may be isolated from the reaction product after removing ammonium chloride by fractional crystallization, or insoluble ammonium chloride may be separated from the dicarnitine dichloride solution by cooling and a first fraction of the dichloride is recovered from the acid solution by concentrating the solution in vacuo, the resulting crystals are treated with a mixture of hydrophilic solvents one of which is a solubilizing agent and the other a precipitating agent for the dichloride and the mother liquor is separated from the undissolved dicarnitine dichloride, or the mother liquid obtained after recovering the first fraction of the dichloride referred to above may be evaporated in vacuo, the residue taken up in concentrated hydrochloric acid, purified by means of activated charcoal in an aqueous medium and evaporated in vacuo, the crystals thus obtained are then treated with a mixture of the hydrophilic solvents as above to form a second fraction of dicarnitine dichloride. Anhydrous methanol may be used as the solubilizing agent and anhydrous acetone as the precipitating agent for the mixture of hydrophilic solvents. The ratio by volume of solibilizing agent to precipitating agent is preferably lower than 1 in 5-particularly in the neighbourhood of 1 in 10. An alternative method given for the preparation of dicarnitine dichloride is by reacting g -chloro-b -hydroxybutyronitrile and trimethylamine under pressure in alcoholic solution to form g -trimethylammoniumchloride-b -hydroxybutyrocyanide which is then treated as above. A detailed example is given.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE754873X | 1953-05-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB754873A true GB754873A (en) | 1956-08-15 |
Family
ID=3879726
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13450/54A Expired GB754873A (en) | 1953-05-08 | 1954-03-07 | Dicarnitine dichloride and a process for the preparation thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB754873A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT382365B (en) * | 1984-03-28 | 1987-02-25 | Chemiosyntex Srl | METHOD FOR PRODUCING THE NEW ACETYLDICARNITINE DICHLORIDE |
| US4743621A (en) * | 1984-07-04 | 1988-05-10 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Ester of acetyl carnitine, processes for its preparation and pharmaceutical compositions containing it |
-
1954
- 1954-03-07 GB GB13450/54A patent/GB754873A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT382365B (en) * | 1984-03-28 | 1987-02-25 | Chemiosyntex Srl | METHOD FOR PRODUCING THE NEW ACETYLDICARNITINE DICHLORIDE |
| US4743621A (en) * | 1984-07-04 | 1988-05-10 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Ester of acetyl carnitine, processes for its preparation and pharmaceutical compositions containing it |
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