KR840003038A - 로듐촉매의 제조방법과 그들의 이용 - Google Patents

로듐촉매의 제조방법과 그들의 이용 Download PDF

Info

Publication number
KR840003038A
KR840003038A KR1019830000194A KR830000194A KR840003038A KR 840003038 A KR840003038 A KR 840003038A KR 1019830000194 A KR1019830000194 A KR 1019830000194A KR 830000194 A KR830000194 A KR 830000194A KR 840003038 A KR840003038 A KR 840003038A
Authority
KR
South Korea
Prior art keywords
rhodium
hydrazine
catalyst
organic solvent
reaction
Prior art date
Application number
KR1019830000194A
Other languages
English (en)
Other versions
KR870000210B1 (ko
Inventor
에메리꼬 빌락스 요아오 (외 1)
Original Assignee
플루리케미에 안스탈트
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.)
Filing date
Publication date
Priority claimed from PT198274303A external-priority patent/PT74303B/pt
Priority claimed from PT198276061A external-priority patent/PT76061A/pt
Application filed by 플루리케미에 안스탈트 filed Critical 플루리케미에 안스탈트
Publication of KR840003038A publication Critical patent/KR840003038A/ko
Priority to KR8610792A priority Critical patent/KR900000888B1/ko
Application granted granted Critical
Publication of KR870000210B1 publication Critical patent/KR870000210B1/ko

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium

Abstract

내용 없음

Description

카세트 장착장치
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (14)

  1. 로듐염이나 하이드라진과의 착화합물 또는 그들염의 반응을 포함하는 새롭고 안정한 균일성 수소와 반응의 로듐촉매 제조방법 및 그들의 이용법.
  2. 제1항에 있어서 로듐과 터시아리포스핀의 착화합물의 구조는 PR1R2R3이미, 여기서 R1과 R2는 페닐, 치환된페닐 또는 디메틸아미노기이며, R3는 페닐, 치환된페닐, 알킬, 아랄킬, 벤질이나 디메칠아미노기이어야 하며, 또 이들 착화합물은 R′1R′2N.NR′3R′4구조식을 갖는 하이드라진이나 그들의 염과 함께 반응시키며 이때 R′1은 저급알킬, 페닐, 벤젠술폰닐기나 수소이며, R′2N.NR′3와 R′4는 저급알킬기나 수소이며 단 R′1이 페닐이나 벤젠술포닐기인 경우에는 R′2N.NR′3와 R′4는 반드시 수소이어야만 하며 이때 반응조건은 위에서 설명한 터시아리포스핀이 과량존재하고 유기용매 존재하에서 반응매질의 온도가 0℃와 환류온도사이에서 반응이 완결될때까지 행하며, 그후 언급된 촉매는 혼합할 수 있는 비-용매의 첨가로 단리 여과한다.
  3. 제2항에 있어서, 하이드라진과 반응할 착화합물은 트리스(트리페닐포스핀)클로로로듐(I)이나 트리스-[트리스-(디메틸아미노)-포스핀] 클로로로듐(I)일것.
  4. 제2항에 있어서, 사용되는 하이드라진은 하이드라진 그 자체이며, 적합하게는 모노하이드레이트형태일 것.
  5. 제2항에 있어서, 유기용매는 메탄올, 에탄올, 푸로판올, 푸로판-2-올, 부탄올, 2-메틸-푸로판-2-올과 같은 저급알콜이나 테트라하이드로푸란과 같은 싸이클릭에테르인 것.
  6. 제1항에 있어서 로듐염은 다음과 같은 구조식을 갖는 R′1R′2N.NR′3R′4하이드라진이나, 그들의 염과 반응하며, 여기서 R′1R′2N.NR′3R′4는 위에서 설명한 바와 같으며, 이때 반응은 다음 구조식 PR1R2R3을 갖는 터시아리 포스핀 존재하에서 행하여지며, 여기서 R1R2R3는 위에서 설명한것과 같고 또 이때 반응에는 불활성인 물과 유기용매의 혼합물 존재하에서 반응매질의 온도가 20℃와 환류온도 사이에서 1-5시간동안 행하여지며, 전술한 촉매가 여과나비-용매첨가에 의하여 얻어진 후에는 여과가 뒤따른 다른것.
  7. 제6항에 있어서, 로듐염은 그것이 트리하이드레이트인 로듐트리클로라이드인 것.
  8. 제6항에 있어서하이드라진 그 자체나 페닐하이드라진, 벤젠설포닐하이드라진, N,N-디메틸하이드라진, N,N′-디메틸하이드라진이나 테트라메틸하이드라진이나 그들의 염인 것.
  9. 제6항에 있어서, 하이드라진은 화학양론적으로 과량존재할 것.
  10. 제6항에 있어서, 터시아리포스핀은 트리페닐포스핀이나 트리스-(디메틸아미노)-포스핀인 것.
  11. 제6항에 있어서, 존재하는 로듐의 각몰 당 사용되는 터시아리포스핀의 몰비는 1-2.5몰 사이일 것.
  12. 제6항에 있어서, 유기용매는 아세톤, 부탄-2-온과 같은 저급 디-알킬케톤이나 메탄올, 에탄올, 푸로판올, 푸로판-2-올, 부탄올, 2-메틸-푸로판-2-올과 같은 저급알콜이나, 테트라하이드로푸란 디옥산과 같은 에테르아세토이트릴과 같은 유기성니트릴, 디메틸포름아미드와 같은 디-알킬아미드일 것.
  13. 시아리포스핀의 존재유무에 관계없이 6-데옥시-6-데메틸-6-메틸렌-테트라싸이클린이나 그들의 염으로부터 또 터시아리포스핀 존재하에 촉매수소화 반응에 의한 11α-클로로-6-데옥시-6-데메틸-6-메틸렌테트라싸이클린이나 그들의 염으로부터 고수율 고순도의 α-6-데옥시-테트라싸이클린을 제조하는 신규의 개량된 균일 수소화반응은 촉매가 제1항에 의하여 제조되는 신규 촉매인 것이 특징적이며, 뒤에 생성되는 순수한 α-6-데옥시테트라싸이클린은, p-톨루엔설포닉에시드를 과량 첨가하므로서 반응혼합물로부터 결정형 p-톨루엔설포네이트로 직접 회수하는 방법.
  14. 제13항에 있어서, 수소화될 기질에 대한 수소화반응을 이행하는데 촉매중에 들어있는 로듐금속의 양은 0.0007% 이하일 것.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830000194A 1982-01-19 1983-01-18 로듐촉매의 제조방법 KR870000210B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR8610792A KR900000888B1 (en) 1982-01-19 1986-12-16 Process for the preparation of l-6-deoxy tetracyclines

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
PT198274303A PT74303B (fr) 1982-01-19 1982-01-19 Procede pour la preparation de nouveaux catalysateurs contenant rhodium et son utilisation
PT74303 1982-01-19
PT198276061A PT76061A (en) 1982-12-30 1982-12-30 Stable homogeneous hydrogenation rhodium catalyst - useful in high yield prodn. of doxycycline by stereospecific hydrogenation
PT76061 1982-12-30

Publications (2)

Publication Number Publication Date
KR840003038A true KR840003038A (ko) 1984-08-13
KR870000210B1 KR870000210B1 (ko) 1987-02-17

Family

ID=26653435

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019830000194A KR870000210B1 (ko) 1982-01-19 1983-01-18 로듐촉매의 제조방법

Country Status (7)

Country Link
US (2) US4500458A (ko)
EP (1) EP0086046B1 (ko)
KR (1) KR870000210B1 (ko)
DE (1) DE3372183D1 (ko)
FR (1) FR2530490B1 (ko)
HK (1) HK86988A (ko)
SG (1) SG68089G (ko)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT79774A (en) * 1984-12-28 1985-01-01 Joao Emerico Villax Process to prepare rhodium catalysts and applications thereof
US4500458A (en) * 1982-01-19 1985-02-19 Plurichemie Anstalt Process for the preparation of α-6-deoxytetracyclines
PT76061A (en) * 1982-12-30 1983-01-01 Stable homogeneous hydrogenation rhodium catalyst - useful in high yield prodn. of doxycycline by stereospecific hydrogenation
PT74303B (fr) * 1982-01-19 1983-08-08 Joao Emerico Villax Procede pour la preparation de nouveaux catalysateurs contenant rhodium et son utilisation
US4743699A (en) * 1982-01-19 1988-05-10 Plurichemie Anstalt Homogeneous catalytic system and a process for the preparation of same
DK386784A (da) * 1983-08-17 1985-02-18 Hovione Int Ltd Fremgangsmaade til fremstilling af alfa-6-desoxy-tetracykliner
US4863639A (en) * 1987-03-25 1989-09-05 Plurichemie Anstalt Application of catalysts containing rhodium
DE3771705D1 (de) * 1987-03-25 1991-08-29 Plurichemie Anstalt Rhodiumhydrierungskatalysatoren.
ATE63312T1 (de) * 1987-03-25 1991-05-15 Plurichemie Anstalt Rhodium enthaltende hydrierungskatalysatoren.
US4837030A (en) * 1987-10-06 1989-06-06 American Cyanamid Company Novel controlled release formulations of tetracycline compounds
US4987242A (en) * 1988-10-28 1991-01-22 Jagmohan Khanna Hydrogenation catalyst useful in the production of alpha-6-deoxytetracyclines
US4973719A (en) * 1988-10-28 1990-11-27 Ranbaxy Laboratories Limited Process for the production of alpha-6-deoxytetracyclines
US4902447A (en) * 1988-10-28 1990-02-20 Ranbaxy Laboratories Limited Process for the production of alpha-6-deoxytetracyclines and hydrogenation catalyst useful therein
DE68900339D1 (de) * 1989-04-03 1991-11-21 Ranbaxy Lab Ltd Verfahren zur herstellung von alpha-6-deoxytetracyclinen.
DE19644050A1 (de) * 1996-10-31 1998-05-07 Bayer Ag Verfahren zur Herstellung von Ivermectin
EP1157740A3 (en) 2000-05-18 2002-02-27 Haldor Topsoe A/S Rhodium containing solutions
WO2005011707A1 (en) * 2003-07-25 2005-02-10 Warner Chilcott Company, Inc. A doxycycline metal complex in a solid dosage form
PL2342223T3 (pl) 2008-09-26 2017-09-29 Ambrx, Inc. Zmodyfikowane polipeptydy zwierzęcej erytropoetyny i ich zastosowania
US8729058B2 (en) 2009-10-27 2014-05-20 Michael Zasloff Methods and compositions for treating and preventing viral infections
CN106946728B (zh) * 2017-04-12 2019-02-01 扬州联博药业有限公司 一种生产多西环素一水合物的方法

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA668581A (en) * 1963-08-13 R. D. Mccormick Jerry Process for the catalytic reduction of 6-hydroxy hydronaphthacenes
GB1154937A (en) * 1966-08-10 1969-06-11 Ici Ltd Hydrogenation Process
US3755194A (en) * 1969-02-12 1973-08-28 O Eremenko Hydrogenation catalyst
CA942743A (en) * 1970-07-03 1974-02-26 Ivan Villax Process for producing 6-methylenetetracyclines and 6-deoxytetracyclines
NL7109740A (ko) * 1971-02-24 1972-08-28
US3956177A (en) * 1971-08-20 1976-05-11 Phillips Petroleum Company Rhodium hydroformylation catalyst
US4207258A (en) * 1972-02-24 1980-06-10 Ankerfarm S.P.A. Process for the preparatin of α-6-deoxytetracyclines
GB1440372A (en) * 1973-02-01 1976-06-23 Pfizer Process for the preparation of tetracyclines
SE435619C (sv) * 1973-02-01 1985-10-31 Pfizer Forfarande for framstellning av en 6alfa-deoxitetracyklin
US3954862A (en) * 1973-04-20 1976-05-04 Pfizer Inc. Process for producing α-6-deoxytetracyclines
US3907890A (en) * 1974-05-28 1975-09-23 Pfizer Preparation of alpha-6-deoxy-5-hydroxytetracycline
CH619443A5 (en) * 1974-10-31 1980-09-30 Hoffmann La Roche Process for the preparation of optically active alkane- and alkene monocarboxylic acids.
US4001321A (en) * 1975-06-26 1977-01-04 Pfizer Inc. Preparation of α-6-deoxytetracyclines
US3962131A (en) * 1975-01-28 1976-06-08 Pfizer Inc. Rhodium containing catalyst and use thereof in preparation of 6-deoxy-5-oxytetracycline
US3978000A (en) * 1975-03-19 1976-08-31 American Cyanamid Company Catalysts based on carbon supports
US4500458A (en) * 1982-01-19 1985-02-19 Plurichemie Anstalt Process for the preparation of α-6-deoxytetracyclines

Also Published As

Publication number Publication date
EP0086046A1 (en) 1983-08-17
SG68089G (en) 1990-01-26
EP0086046B1 (en) 1987-06-24
DE3372183D1 (en) 1987-07-30
FR2530490A1 (fr) 1984-01-27
US4500458A (en) 1985-02-19
KR870000210B1 (ko) 1987-02-17
HK86988A (en) 1988-11-04
FR2530490B1 (fr) 1987-12-24
US4550096A (en) 1985-10-29

Similar Documents

Publication Publication Date Title
KR840003038A (ko) 로듐촉매의 제조방법과 그들의 이용
KR840001145A (ko) 피리다진의 아미노 화합물의 제조방법
Henry et al. 1, 3-and 1, 4-Dialkyl-5-iminotetrazoles
US3560523A (en) 2-substituted delta 1-pyrroline derivatives and method of preparation
Popov et al. Studies on the chemistry of halogens and of polyhalides. X. The reactions of iodine monochloride with pyridine and with 2, 2'-bipyridine1
KR850005845A (ko) 7-아미노-3-치환된-메틸-3-세펨-4-카복실산 및 그의 저급 알킬실릴 유도체의 제조방법
US4511715A (en) Platinum-nitrogen complex catalysts
KR890006569A (ko) 광학적 활성 히드록시벤질 아민 유도체, 상기 유도체를 함유하는 광학적 활성아민-붕소 화합물 및 상기 화합물을 사용한 광학적 활성 화합물의 제조방법
KR850004569A (ko) 유기 카르복실산의 제조방법
US3749713A (en) Novel azide compounds
KR850001215A (ko) 5-치환된 [1,2,4]트리아졸로-[1,5-c]피리미딘-2-아민의 제조방법
KR880010820A (ko) 신규의 수소화 반응 로듐촉매의 제조방법과 그 응용
SU540573A3 (ru) Способ получени соединений эритромициламина
US4588800A (en) Platinum-nitrogen complex catalysts
US6403801B1 (en) Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene of imidazolidine-2-ylidene in suzuki coupling reactions
KR920008054A (ko) 4-에톡시페닐-3-아릴프로필(디메틸)실란의 제조방법
GB1464339A (en) Dye lasers
US4515731A (en) Asymmetric catalysis
KR850003381A (ko) 치환된 1-페닐인단의 제조방법
US3534092A (en) Dispiropyran compounds having photochromic properties
US4863639A (en) Application of catalysts containing rhodium
US3074937A (en) Diphenylcarbonylmethinylhydrazidoalkyl quaternary salts
CA1338107C (en) Process of preparation of new catalysts containing rhodium and their application
US3271449A (en) Phosphorinanone oximes
US6586599B1 (en) Catalyzed coupling reactions of aryl halides with silanes

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20020206

Year of fee payment: 16

EXPY Expiration of term