LT5598B - 3-(2,2,2-trimetilhidrazinio)propionato dihidrato gavimo būdas - Google Patents

3-(2,2,2-trimetilhidrazinio)propionato dihidrato gavimo būdas Download PDF

Info

Publication number: LT5598B
Authority: LT; Lithuania
Prior art keywords: trimethylhydrazinium; propionate; ethanol; process according; salt
Prior art date: 2006-09-04

Application number

LT2009008A

Other languages

English (en)

Lithuanian (lt)

Other versions

LT2009008A (en

Inventor

Jorge Silva

Original Assignee

Jorge Silva

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.)

2006-09-04

Filing date

2009-02-13

Publication date

2009-10-26

2009-02-13 Application filed by Jorge Silva filed Critical Jorge Silva

2009-07-27 Publication of LT2009008A publication Critical patent/LT2009008A/xx

2009-10-26 Publication of LT5598B publication Critical patent/LT5598B/lt

Links

JFWLFLLRLZSBRA-UHFFFAOYSA-N 3-[(trimethylazaniumyl)amino]propanoate;dihydrate Chemical compound O.O.C[N+](C)(C)NCCC([O-])=O JFWLFLLRLZSBRA-UHFFFAOYSA-N 0.000 title claims abstract description 17
238000004519 manufacturing process Methods 0.000 title abstract description 12
150000003839 salts Chemical class 0.000 claims abstract description 26
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 20
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims abstract description 14
229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 10
238000007127 saponification reaction Methods 0.000 claims abstract description 10
239000001569 carbon dioxide Substances 0.000 claims abstract description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 72
238000000034 method Methods 0.000 claims description 37
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 26
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 11
150000002148 esters Chemical class 0.000 claims description 11
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 10
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 7
239000003795 chemical substances by application Substances 0.000 claims description 7
150000001875 compounds Chemical class 0.000 claims description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
238000002360 preparation method Methods 0.000 claims description 5
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
150000008065 acid anhydrides Chemical class 0.000 claims description 4
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
239000011734 sodium Substances 0.000 claims description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
239000011591 potassium Substances 0.000 claims description 2
238000001556 precipitation Methods 0.000 claims description 2
229910052708 sodium Inorganic materials 0.000 claims description 2
239000003960 organic solvent Substances 0.000 claims 2
229910052792 caesium Inorganic materials 0.000 claims 1
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims 1
239000011575 calcium Substances 0.000 claims 1
229910052791 calcium Inorganic materials 0.000 claims 1
235000012255 calcium oxide Nutrition 0.000 claims 1
150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
125000004494 ethyl ester group Chemical group 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
150000004679 hydroxides Chemical class 0.000 claims 1
238000002955 isolation Methods 0.000 claims 1
229910052744 lithium Inorganic materials 0.000 claims 1
235000012245 magnesium oxide Nutrition 0.000 claims 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical class [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims 1
125000004492 methyl ester group Chemical group 0.000 claims 1
125000005527 methyl sulfate group Chemical group 0.000 claims 1
229910052700 potassium Inorganic materials 0.000 claims 1
239000011541 reaction mixture Substances 0.000 claims 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical class CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract description 19
238000000746 purification Methods 0.000 abstract description 2
230000001476 alcoholic effect Effects 0.000 abstract 1
239000004291 sulphur dioxide Substances 0.000 abstract 1
235000010269 sulphur dioxide Nutrition 0.000 abstract 1
238000003756 stirring Methods 0.000 description 16
239000000706 filtrate Substances 0.000 description 12
239000002244 precipitate Substances 0.000 description 12
238000002425 crystallisation Methods 0.000 description 11
230000008025 crystallization Effects 0.000 description 11
PVBQYTCFVWZSJK-UHFFFAOYSA-N meldonium Chemical compound C[N+](C)(C)NCCC([O-])=O PVBQYTCFVWZSJK-UHFFFAOYSA-N 0.000 description 11
229960002937 meldonium Drugs 0.000 description 10
-1 propionate halide Chemical class 0.000 description 10
239000007787 solid Substances 0.000 description 10
229920006395 saturated elastomer Polymers 0.000 description 9
239000002904 solvent Substances 0.000 description 9
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
239000000203 mixture Substances 0.000 description 8
239000000463 material Substances 0.000 description 7
238000000909 electrodialysis Methods 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 5
239000002585 base Substances 0.000 description 5
230000007062 hydrolysis Effects 0.000 description 5
238000006460 hydrolysis reaction Methods 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
RHUYHJGZWVXEHW-UHFFFAOYSA-N 1,1-Dimethyhydrazine Chemical compound CN(C)N RHUYHJGZWVXEHW-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
239000000470 constituent Substances 0.000 description 4
238000011031 large-scale manufacturing process Methods 0.000 description 4
JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 4
XFSUFSQSUUMXLB-UHFFFAOYSA-N propanoic acid;hydrobromide Chemical compound Br.CCC(O)=O XFSUFSQSUUMXLB-UHFFFAOYSA-N 0.000 description 4
YYFIGOPUHPDIBO-UHFFFAOYSA-N propanoic acid;hydrochloride Chemical compound Cl.CCC(O)=O YYFIGOPUHPDIBO-UHFFFAOYSA-N 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 3
229940079593 drug Drugs 0.000 description 3
239000003814 drug Substances 0.000 description 3
239000012528 membrane Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
QVHWSPYXWUGJCH-UHFFFAOYSA-N S(=O)(=O)(OC)O.C(CC)(=O)O Chemical compound S(=O)(=O)(OC)O.C(CC)(=O)O QVHWSPYXWUGJCH-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
238000005904 alkaline hydrolysis reaction Methods 0.000 description 2
GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
238000006555 catalytic reaction Methods 0.000 description 2
238000002242 deionisation method Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
238000005342 ion exchange Methods 0.000 description 2
239000003456 ion exchange resin Substances 0.000 description 2
229920003303 ion-exchange polymer Polymers 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
MFAFRIKAXPDIQH-UHFFFAOYSA-N propanoic acid;hydroiodide Chemical compound I.CCC(O)=O MFAFRIKAXPDIQH-UHFFFAOYSA-N 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
230000002269 spontaneous effect Effects 0.000 description 2
239000000126 substance Substances 0.000 description 2
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
208000024172 Cardiovascular disease Diseases 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000005396 acrylic acid ester group Chemical group 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
229940100198 alkylating agent Drugs 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
229910000024 caesium carbonate Inorganic materials 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
150000001733 carboxylic acid esters Chemical class 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
229920001429 chelating resin Polymers 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
238000000502 dialysis Methods 0.000 description 1
150000004683 dihydrates Chemical class 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
238000005868 electrolysis reaction Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000002360 explosive Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910017053 inorganic salt Inorganic materials 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
229910052808 lithium carbonate Inorganic materials 0.000 description 1
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
239000000347 magnesium hydroxide Substances 0.000 description 1
229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
238000009285 membrane fouling Methods 0.000 description 1
229940102396 methyl bromide Drugs 0.000 description 1
JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical class COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
239000000820 nonprescription drug Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000009518 sodium iodide Nutrition 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
239000010936 titanium Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

LT2009008A 2006-09-04 2009-02-13 3-(2,2,2-trimetilhidrazinio)propionato dihidrato gavimo būdas LT5598B (lt)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/EP2006/065945 WO2008028514A1 (en)	2006-09-04	2006-09-04	Method for producing 3-(2,2,2-trimethylhydrazinium)propionate dihydrate

Publications (2)

Publication Number	Publication Date
LT2009008A LT2009008A (en)	2009-07-27
LT5598B true LT5598B (lt)	2009-10-26

Family

ID=38051748

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LT2009008A LT5598B (lt)	2006-09-04	2009-02-13	3-(2,2,2-trimetilhidrazinio)propionato dihidrato gavimo būdas

Country Status (12)

Country	Link
US (1)	US8153842B2 (sr)
EP (1)	EP2069290B1 (sr)
JP (1)	JP5214608B2 (sr)
CN (1)	CN101541739B (sr)
CA (1)	CA2661357C (sr)
EA (1)	EA015037B1 (sr)
EE (1)	EE05626B1 (sr)
GE (1)	GEP20105079B (sr)
LT (1)	LT5598B (sr)
PL (1)	PL2069290T3 (sr)
RS (1)	RS53173B (sr)
WO (1)	WO2008028514A1 (sr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN104151192A (zh) *	2014-05-07	2014-11-19	东力（南通）化工有限公司	一种米屈肼中间体3-(2，2，2-三甲基肼)丙酸甲酯甲基硫酸盐制备技术的改进方法
CN104151191A (zh) *	2014-01-23	2014-11-19	阿拉法特.阿依别克	一种合成米屈肼药物原料的新方法
CN104163776A (zh) *	2014-05-28	2014-11-26	东力（南通）化工有限公司	一种3-(2,2,-二甲基肼基)丙酸甲酯及3-(2,2,2-三甲基肼)丙酸甲酯盐的制备技术改进方法

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP2128126A1 (en)	2008-05-26	2009-12-02	Grindeks, a joint stock company	New process for the preparation of 3-(2,2,2-Trimethylhydrazinium) propionate dihydrate
WO2009144225A1 (en) *	2008-05-26	2009-12-03	Grindeks, A Joint Stock Company	New process for the preparation of 3-(2,2,2- trimethylhydrazinium) propionate dihydrate
RU2404159C2 (ru) *	2008-10-08	2010-11-20	Общество с Ограниченной Ответственностью "Научно-производственная Фирма "КЕМ"	Способ получения дигидрата 3-(2,2,2-триметилгидразиний)-пропионата
CA2773819C (en)	2009-09-10	2019-08-06	Jeanette Maria Yoder	Third party merchant-funded rewards accrual and redemption network
CN102093254B (zh) *	2010-11-19	2013-08-14	绍兴文理学院	一种二水合3-(2，2，2-三甲基肼)丙酸盐的制备方法
CN101973909B (zh) *	2010-11-19	2013-03-06	绍兴文理学院	一种米屈肼的制备方法
RU2485953C1 (ru) *	2012-04-12	2013-06-27	Общество с ограниченной ответственностью "Научно-внедренческий центр Агроветзащита"	Комплекс 3-(2,2,2-триметилгидразиний) пропионат-2-этил-6-метил-3-гидроксипиридина дисукцинат, обладающий антигипоксическим и адаптогенным действием, и способ его получения
RU2559314C1 (ru) *	2014-07-14	2015-08-10	Общество с ограниченной ответственностью "Научно-внедренческий центр "Агроветзащита"	Способ получения 3-(2,2,2-триметилгидразиний)пропионата дигидрата
CN109369447B (zh) *	2018-11-05	2022-05-13	东力（南通）化工有限公司	一种3-（2,2,2-三甲基肼）丙酸盐二水合物的制备技术的改进方法
CN111333534B (zh) *	2019-12-13	2022-06-28	东力（南通）化工有限公司	一种卤甲烷甲基化制备3-（2,2,2-三甲基肼）丙酸盐二水合物的方法
CN117700335A (zh) *	2023-06-15	2024-03-15	衣伟男	一种水解酸化改进技术制备药物剂米屈肼二水合物的方法

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US4481218A (en)	1978-11-27	1984-11-06	Institut Organicheskogo Sinteza Akademii Nauk Latviiskoi Ssr	3-(2,2,2-Trimethylhydrazinium)propionate and method for the preparation and use thereof
LV5046A3 (lv)	1992-12-18	1993-06-10	Univ Rigas Tehniska	3-(2,2,2-trimetilhidrazinij)propionata dihidrata iegusanas panemiens
RU2114822C1 (ru)	1995-10-26	1998-07-10	Иркутский институт органической химии СО РАН	Способ получения дигидрата 3-(2,2,2-триметилгидразиний) пропионата

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JPS5220993B2 (sr) *	1971-10-27	1977-06-07
GR62859B (en) *	1976-10-12	1979-06-30	Procter & Gamble	Soap making
DE2923773A1 (de) *	1979-06-12	1980-12-18	Bayer Ag	Verfahren zur herstellung von trans-3,3-dimethyl-cyclopropan-1,2-dicarbonsaeure
JPH0291049A (ja) *	1988-09-21	1990-03-30	Lonza Ag	ｒ―ブチロベタインの製造方法
JP3620243B2 (ja) *	1996-10-31	2005-02-16	住友化学株式会社	メチオニンの製造方法
JP2003508552A (ja) *	1999-08-30	2003-03-04	モッシ・アンド・ギソルフィ・オーバーシーズ・ソシエテ・アノニム	Ｎｄａの製法とｐｅｎの製法の密接な関係

2006
- 2006-09-04 US US12/310,385 patent/US8153842B2/en not_active Expired - Fee Related
- 2006-09-04 CN CN2006800557521A patent/CN101541739B/zh not_active Expired - Fee Related
- 2006-09-04 EE EEP200900024A patent/EE05626B1/xx active Application Filing
- 2006-09-04 CA CA2661357A patent/CA2661357C/en not_active Expired - Fee Related
- 2006-09-04 WO PCT/EP2006/065945 patent/WO2008028514A1/en not_active Ceased
- 2006-09-04 RS RS20140038A patent/RS53173B/sr unknown
- 2006-09-04 JP JP2009525928A patent/JP5214608B2/ja not_active Expired - Fee Related
- 2006-09-04 PL PL06793164T patent/PL2069290T3/pl unknown
- 2006-09-04 EA EA200900408A patent/EA015037B1/ru unknown
- 2006-09-04 EP EP06793164.2A patent/EP2069290B1/en active Active
- 2006-09-04 GE GEAP200611172A patent/GEP20105079B/en unknown
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CN104151191A (zh) *	2014-01-23	2014-11-19	阿拉法特.阿依别克	一种合成米屈肼药物原料的新方法
CN104151192A (zh) *	2014-05-07	2014-11-19	东力（南通）化工有限公司	一种米屈肼中间体3-(2，2，2-三甲基肼)丙酸甲酯甲基硫酸盐制备技术的改进方法
CN104163776A (zh) *	2014-05-28	2014-11-26	东力（南通）化工有限公司	一种3-(2,2,-二甲基肼基)丙酸甲酯及3-(2,2,2-三甲基肼)丙酸甲酯盐的制备技术改进方法

Also Published As

Publication number	Publication date
EP2069290A1 (en)	2009-06-17
CN101541739B (zh)	2012-06-27
EA200900408A1 (ru)	2009-08-28
LT2009008A (en)	2009-07-27
EE200900024A (et)	2009-06-15
GEP20105079B (en)	2010-09-10
JP5214608B2 (ja)	2013-06-19
US20090318731A1 (en)	2009-12-24
CA2661357C (en)	2013-08-13
PL2069290T3 (pl)	2014-04-30
EE05626B1 (et)	2013-02-15
CA2661357A1 (en)	2008-03-13
RS53173B (sr)	2014-06-30
CN101541739A (zh)	2009-09-23
EP2069290B1 (en)	2013-11-13
WO2008028514A1 (en)	2008-03-13
EA015037B1 (ru)	2011-04-29
JP2010502577A (ja)	2010-01-28
US8153842B2 (en)	2012-04-10

Legal Events

Date	Code	Title	Description
2015-04-27	MM9A	Lapsed patents	Effective date: 20140904

Publication	Publication Date	Title
LT5598B (lt)	2009-10-26	3-(2,2,2-trimetilhidrazinio)propionato dihidrato gavimo būdas
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CN109369447B (zh)	2022-05-13	一种3-（2,2,2-三甲基肼）丙酸盐二水合物的制备技术的改进方法
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ES2367367T3 (es)	2011-11-02	Procedimiento para la preparación de cefotetán.
LV13484B (en)	2007-03-20	Method for production of 3-(2,2,2-trimethylhydrazinium) propionate dihydrate
ES2211168T3 (es)	2004-07-01	Procedimiento para la preparacion sin presion de acido alfa,alfa-dimetilfenilacetico a partir de cianuro de alfa,alfa-dimetilbencilo.
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CN104151191A (zh)	2014-11-19	一种合成米屈肼药物原料的新方法
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JPH026460A (ja)	1990-01-10	Ｃ↓１―ｃ↓６アルカンスルホン酸の製法
SU1565838A1 (ru)	1990-05-23	Способ получени 3,4,4 @ -триаминодифенилсульфида
CN117700335A (zh)	2024-03-15	一种水解酸化改进技术制备药物剂米屈肼二水合物的方法
WO2011150950A1 (en)	2011-12-08	2-methyl-5-vinylpyridinium salts
JP2006036698A (ja)	2006-02-09	クエン酸アルミニウム塩および錯塩とその製法
JP2006036699A (ja)	2006-02-09	α−ヒドロキシカルボン酸アルミニウム塩及び錯塩とその製法
JP2001048833A (ja)	2001-02-20	マロン酸モノアルキルエステルのアルカリ金属塩の製造法
JPS6334857B2 (sr)	1988-07-12
BE876900A (fr)	1979-10-01	Procede de production de pyrrolidine-2-ones a partir de 3-pyrroline-2-ones et de production de 3-pyrroline-2-ones

LT5598B - 3-(2,2,2-trimetilhidrazinio)propionato dihidrato gavimo būdas - Google Patents

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