DD295340A5 - Verfahren zur herstellung von crotonobetainhydrochlorid - Google Patents

Verfahren zur herstellung von crotonobetainhydrochlorid Download PDF

Info

Publication number: DD295340A5
Authority: DD; German Democratic Republic
Prior art keywords: carnitine; hydrochloride; acetic anhydride; crotonobetaine; mol
Prior art date: 1989-09-07

Application number

DD90343872A

Other languages

German (de)

English (en)

Inventor

Detlev Worsch

Original Assignee

��@��k��

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.)

1989-09-07

Filing date

1990-09-07

Publication date

1991-10-31

1990-09-07 Application filed by ��@��k�� filed Critical ��@��k��

1991-10-31 Publication of DD295340A5 publication Critical patent/DD295340A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 13
238000004519 manufacturing process Methods 0.000 title abstract description 5
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 20
PUKNFWRLBQXPFL-FXRZFVDSSA-N [(e)-3-carboxyprop-2-enyl]-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)C\C=C\C(O)=O PUKNFWRLBQXPFL-FXRZFVDSSA-N 0.000 claims abstract description 9
238000002360 preparation method Methods 0.000 claims abstract description 4
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 4
230000002378 acidificating effect Effects 0.000 claims description 3
239000003054 catalyst Substances 0.000 claims description 3
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
238000001816 cooling Methods 0.000 claims description 2
239000011541 reaction mixture Substances 0.000 claims description 2
JXXCENBLGFBQJM-FYZOBXCZSA-N [(2r)-3-carboxy-2-hydroxypropyl]-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)C[C@H](O)CC(O)=O JXXCENBLGFBQJM-FYZOBXCZSA-N 0.000 claims 2
PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 abstract description 12
230000002906 microbiologic effect Effects 0.000 abstract description 3
239000007858 starting material Substances 0.000 abstract description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
JXXCENBLGFBQJM-RGMNGODLSA-N (3s)-3-hydroxy-4-(trimethylazaniumyl)butanoate;hydrochloride Chemical compound [Cl-].C[N+](C)(C)C[C@@H](O)CC(O)=O JXXCENBLGFBQJM-RGMNGODLSA-N 0.000 description 2
PHIQHXFUZVPYII-LURJTMIESA-N (S)-carnitine Chemical compound C[N+](C)(C)C[C@@H](O)CC([O-])=O PHIQHXFUZVPYII-LURJTMIESA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
PHIQHXFUZVPYII-UHFFFAOYSA-N carnitine Chemical compound C[N+](C)(C)CC(O)CC([O-])=O PHIQHXFUZVPYII-UHFFFAOYSA-N 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
GUYHPGUANSLONG-SNAWJCMRSA-N (E)-4-(trimethylammonio)but-2-enoate Chemical compound C[N+](C)(C)C\C=C\C([O-])=O GUYHPGUANSLONG-SNAWJCMRSA-N 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 1
229910001626 barium chloride Inorganic materials 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
229960000678 carnitine chloride Drugs 0.000 description 1
238000012824 chemical production Methods 0.000 description 1
238000000909 electrodialysis Methods 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
239000005457 ice water Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
QQZIUHOKWDFXEY-UHFFFAOYSA-N tribromo(nitro)methane Chemical compound [O-][N+](=O)C(Br)(Br)Br QQZIUHOKWDFXEY-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/30—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and unsaturated

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Steroid Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

DD90343872A 1989-09-07 1990-09-07 Verfahren zur herstellung von crotonobetainhydrochlorid DD295340A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH325389		1989-09-07

Publications (1)

Publication Number	Publication Date
DD295340A5 true DD295340A5 (de)	1991-10-31

Family

ID=4251970

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90343872A DD295340A5 (de)	1989-09-07	1990-09-07	Verfahren zur herstellung von crotonobetainhydrochlorid

Country Status (15)

Country	Link
EP (1)	EP0416583B1 (da)
JP (1)	JPH03106853A (da)
KR (1)	KR910006227A (da)
AT (1)	ATE83768T1 (da)
CA (1)	CA2023744A1 (da)
CZ (1)	CZ278017B6 (da)
DD (1)	DD295340A5 (da)
DE (1)	DE59000657D1 (da)
DK (1)	DK0416583T3 (da)
ES (1)	ES2036386T3 (da)
FI (1)	FI904363A7 (da)
HU (1)	HU205065B (da)
IE (1)	IE64605B1 (da)
IL (1)	IL95571A (da)
NO (1)	NO173731C (da)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP4713348B2 (ja) *	2006-01-13	2011-06-29	日本電産サンキョー株式会社	永久磁石型同期モータ

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1190280B (it) *	1986-04-24	1988-02-16	Sigma Tau Ind Farmaceuti	Procedimento per la preparazione di gamma-butirrobetaina

1990
- 1990-08-22 CA CA002023744A patent/CA2023744A1/en not_active Abandoned
- 1990-08-27 IE IE311190A patent/IE64605B1/en not_active IP Right Cessation
- 1990-08-31 KR KR1019900013847A patent/KR910006227A/ko not_active Ceased
- 1990-08-31 JP JP2232312A patent/JPH03106853A/ja active Pending
- 1990-09-03 IL IL9557190A patent/IL95571A/en not_active IP Right Cessation
- 1990-09-04 FI FI904363A patent/FI904363A7/fi not_active IP Right Cessation
- 1990-09-05 DK DK90117091.0T patent/DK0416583T3/da not_active Application Discontinuation
- 1990-09-05 DE DE9090117091T patent/DE59000657D1/de not_active Expired - Fee Related
- 1990-09-05 AT AT90117091T patent/ATE83768T1/de not_active IP Right Cessation
- 1990-09-05 EP EP90117091A patent/EP0416583B1/de not_active Expired - Lifetime
- 1990-09-05 ES ES199090117091T patent/ES2036386T3/es not_active Expired - Lifetime
- 1990-09-06 HU HU905808A patent/HU205065B/hu not_active IP Right Cessation
- 1990-09-06 NO NO903888A patent/NO173731C/no unknown
- 1990-09-07 CZ CS904362A patent/CZ278017B6/cs unknown
- 1990-09-07 DD DD90343872A patent/DD295340A5/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
CZ436290A3 (en)	1993-01-13
IL95571A (en)	1995-05-26
DE59000657D1 (de)	1993-02-04
ATE83768T1 (de)	1993-01-15
JPH03106853A (ja)	1991-05-07
FI904363A7 (fi)	1991-03-08
ES2036386T3 (es)	1993-05-16
NO173731C (no)	1994-01-26
NO903888D0 (no)	1990-09-06
DK0416583T3 (da)	1993-02-01
IE64605B1 (en)	1995-08-23
KR910006227A (ko)	1991-04-27
FI904363A0 (fi)	1990-09-04
HU905808D0 (en)	1991-03-28
IE903111A1 (en)	1991-03-13
IL95571A0 (en)	1991-06-30
NO173731B (no)	1993-10-18
EP0416583A1 (de)	1991-03-13
EP0416583B1 (de)	1992-12-23
CZ278017B6 (en)	1993-07-14
HU205065B (en)	1992-03-30
HUT54971A (en)	1991-04-29
CA2023744A1 (en)	1991-03-08
NO903888L (no)	1991-03-08

Legal Events

Date	Code	Title	Description
1997-06-05	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
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EP0512211B1 (de)	1995-04-12	Verfahren zur Herstellung von substituierten Malonesteraniliden und Malonsäure-monoaniliden
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