DD202003A5 - Verfahren zur herstellung von carnitinamid - Google Patents
Verfahren zur herstellung von carnitinamid Download PDFInfo
- Publication number
- DD202003A5 DD202003A5 DD82236881A DD23688182A DD202003A5 DD 202003 A5 DD202003 A5 DD 202003A5 DD 82236881 A DD82236881 A DD 82236881A DD 23688182 A DD23688182 A DD 23688182A DD 202003 A5 DD202003 A5 DD 202003A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- autoclave
- torr
- pressure
- ammonia
- carnitinamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 17
- KWIXGIMKELMNGH-UHFFFAOYSA-O carnitinamide Chemical compound C[N+](C)(C)CC(O)CC(N)=O KWIXGIMKELMNGH-UHFFFAOYSA-O 0.000 title claims abstract description 5
- 229960004203 carnitine Drugs 0.000 claims abstract description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims abstract description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 18
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 229910021529 ammonia Inorganic materials 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 5
- 235000019441 ethanol Nutrition 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000005984 hydrogenation reaction Methods 0.000 claims description 2
- 238000005915 ammonolysis reaction Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- -1 carnitine ester Chemical class 0.000 abstract description 6
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- MVOVUKIZAZCBRK-FYZOBXCZSA-N (R)-carnitinamide chloride Chemical compound [Cl-].C[N+](C)(C)C[C@H](O)CC(N)=O MVOVUKIZAZCBRK-FYZOBXCZSA-N 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 235000019270 ammonium chloride Nutrition 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- UCTNTYHJFWMUBD-UHFFFAOYSA-N 4-chloro-3-oxobutanoic acid Chemical compound OC(=O)CC(=O)CCl UCTNTYHJFWMUBD-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VICZTNGSVOECST-UHFFFAOYSA-N diethyl cyclohexa-1,4-diene-1,4-dicarboxylate Chemical compound CCOC(=O)C1=CCC(C(=O)OCC)=CC1 VICZTNGSVOECST-UHFFFAOYSA-N 0.000 description 1
- OHLRLMWUFVDREV-UHFFFAOYSA-N ethyl 4-chloro-3-oxobutanoate Chemical compound CCOC(=O)CC(=O)CCl OHLRLMWUFVDREV-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH363/81A CH648287A5 (de) | 1981-01-21 | 1981-01-21 | Verfahren zur herstellung von carnitinamid. |
Publications (1)
Publication Number | Publication Date |
---|---|
DD202003A5 true DD202003A5 (de) | 1983-08-24 |
Family
ID=4185314
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DD82236881A DD202003A5 (de) | 1981-01-21 | 1982-01-20 | Verfahren zur herstellung von carnitinamid |
Country Status (13)
Country | Link |
---|---|
US (1) | US4443627A (fr) |
EP (1) | EP0056615B1 (fr) |
JP (1) | JPS57140749A (fr) |
AT (1) | ATE7899T1 (fr) |
CA (1) | CA1189535A (fr) |
CH (1) | CH648287A5 (fr) |
CS (1) | CS223900B2 (fr) |
DD (1) | DD202003A5 (fr) |
DE (1) | DE3260254D1 (fr) |
ES (1) | ES508889A0 (fr) |
HU (1) | HU191813B (fr) |
IL (1) | IL64822A (fr) |
SU (1) | SU1149872A3 (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3420391C1 (de) * | 1984-06-01 | 1985-08-14 | Degussa Ag, 6000 Frankfurt | Verfahren zur Herstellung von D,L-Carnitinamidchlorid |
US5258552A (en) * | 1986-06-04 | 1993-11-02 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | N-alkylamides of d(+)-carnitine having antibacterial activity, process for their preparation and pharmaceutical and cosmetic compositions containing same |
EP2216321A1 (fr) * | 2009-02-05 | 2010-08-11 | Lonza Ltd. | Processus de production de dérivé de carnitine/acide gras |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2087565A (en) * | 1931-06-24 | 1937-07-20 | Gen Aniline Works Inc | Quaternary ammonium compounds and a process of preparing them |
US3072722A (en) * | 1955-07-21 | 1963-01-08 | Upjohn Co | Preparation of amides of 4-tertiary amino-lower 4-alkylbutyric acids |
US3096244A (en) * | 1956-11-06 | 1963-07-02 | Hoechst Ag | Substituted butyric acid amide and analgesia |
US3155658A (en) * | 1960-12-21 | 1964-11-03 | Gen Mills Inc | Aminohydroxy fatty amides |
BE661015A (fr) * | 1965-03-12 | 1965-09-13 | ||
CH596147A5 (fr) * | 1974-09-25 | 1978-02-28 | Lonza Ag | |
IT1156852B (it) * | 1978-07-10 | 1987-02-04 | Sigma Tau Ind Farmaceuti | Procedimento industriale per la preparazione del d'canforato della l carnitinammide e del d canforato della d carnitinammide e sue applicazioni |
-
1981
- 1981-01-21 CH CH363/81A patent/CH648287A5/de not_active IP Right Cessation
-
1982
- 1982-01-13 DE DE8282100196T patent/DE3260254D1/de not_active Expired
- 1982-01-13 EP EP82100196A patent/EP0056615B1/fr not_active Expired
- 1982-01-13 AT AT82100196T patent/ATE7899T1/de not_active IP Right Cessation
- 1982-01-19 JP JP57006718A patent/JPS57140749A/ja active Pending
- 1982-01-20 SU SU823431252A patent/SU1149872A3/ru active
- 1982-01-20 ES ES508889A patent/ES508889A0/es active Granted
- 1982-01-20 DD DD82236881A patent/DD202003A5/de unknown
- 1982-01-20 US US06/341,009 patent/US4443627A/en not_active Expired - Fee Related
- 1982-01-20 CS CS82402A patent/CS223900B2/cs unknown
- 1982-01-20 IL IL64822A patent/IL64822A/xx unknown
- 1982-01-21 HU HU82171A patent/HU191813B/hu unknown
- 1982-01-21 CA CA000394670A patent/CA1189535A/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
ES8300683A1 (es) | 1982-11-01 |
CA1189535A (fr) | 1985-06-25 |
HU191813B (en) | 1987-04-28 |
IL64822A (en) | 1986-01-31 |
EP0056615A3 (en) | 1982-08-11 |
CS223900B2 (en) | 1983-11-25 |
EP0056615B1 (fr) | 1984-06-13 |
ES508889A0 (es) | 1982-11-01 |
SU1149872A3 (en) | 1985-04-07 |
ATE7899T1 (de) | 1984-06-15 |
IL64822A0 (en) | 1982-03-31 |
CH648287A5 (de) | 1985-03-15 |
EP0056615A2 (fr) | 1982-07-28 |
DE3260254D1 (en) | 1984-07-19 |
JPS57140749A (en) | 1982-08-31 |
US4443627A (en) | 1984-04-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE3051154C2 (fr) | ||
DE2212604B2 (de) | Verfahren zur herstellung von 2- halogenaethylphosphonsaeuren | |
DD202003A5 (de) | Verfahren zur herstellung von carnitinamid | |
DE2903891C2 (fr) | ||
DE2535930C3 (de) | Abietinsaureamidderivate und Verfahren zu ihrer Herstellung | |
DE2813712A1 (de) | Verfahren zur trennung von racemischen alpha-aminonitrilen | |
DE3538747C2 (fr) | ||
EP0647614B1 (fr) | Procédé pour la préparation de l'acide 5-fluoro anthranilique | |
DE2527157C2 (de) | Verfahren zur Herstellung von 2-Formylchinoxalin-N↑1↑,N↑4↑-dioxyddimethylacetal | |
DE2220275C2 (de) | Verfahren zur Herstellung von Asparaginsäureanhydrid-hydrochlorid oder -hydrobromid | |
DE2502411C2 (de) | Verfahren zur herstellung von bis-n-chloramiden gesaettigter aliphatischer dicarbonsaeuren | |
AT372939B (de) | Verfahren zur herstellung von (d)-(-)-phydroxyphenylglycylchlorid-hydrochlorid | |
EP0601353B1 (fr) | Procédé pour la préparation de N-(2-sulphatoethyle)pipérazine de pureté elevée | |
DE2301358B2 (de) | Verfahren zur Herstellung von Hydroxy-L-prolin oder N-Acetyl-hydroxy-L-prolin aus hydrolysierter Gelatine | |
DE2065698A1 (de) | Verfahren zur herstellung von 2isopropyl-6-methyl-4(3h)-pyrimidon | |
DE1812937C3 (de) | 4-(Ammoäthansulfonylamino)-antipyrine und Aminoäthansulfonyl-p-phenetidine sowie Verfahren zu ihrer Herstellung | |
EP0519246B1 (fr) | Procédé pour la préparation de N,N'-bis-[7-(4-hydroxy-2-sulfo)naphthyl]-urée | |
DE2160674C3 (de) | Verfahren zur Herstellung von 4(5)-Aminoimidazol-5(4)-carboxamid aus 4(5)-Aminoimidazol-5(4)-carbonitril | |
AT234655B (de) | Verfahren zur Herstellung von 6,8-Dithiooctansäureamiden | |
AT378955B (de) | Verfahren zur herstellung von mercaptoacyl-lprolinen | |
AT220626B (de) | Verfahren zur Herstellung neuer Benzolsulfonylharnstoffe | |
AT257057B (de) | Verfahren zur Herstellung von Bis-[4-hydroxymethyl-5-hydroxy-6-methyl-pyridyl-(3)-methyl]-disulfid | |
DD204915B1 (de) | Verfahren zur herstellung von reinem n-(4-(beta- geschweifte klammer auf 2-methoxy-5-chlor-benzamido geschweifte klammer zu -aethyl)-phenylsulfonyl)-n'-cyclohexylharnstoff | |
CH547291A (de) | Verfahren zur herstellung von n-(2-benzimidazolyl)-carbaminsaeureester. | |
DE1801305A1 (de) | Verfahren zur Herstellung von 7-Chlor-2,3-dihydro-1-methyl-5-o-trifluormethylphenyl-1 H-1,4-benzodiazepin |