WO2005014604A3 - Verfahren zur herstellung von cyclischen phosphonsäureanhydriden - Google Patents

Verfahren zur herstellung von cyclischen phosphonsäureanhydriden Download PDF

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Publication number
WO2005014604A3
WO2005014604A3 PCT/EP2004/007468 EP2004007468W WO2005014604A3 WO 2005014604 A3 WO2005014604 A3 WO 2005014604A3 EP 2004007468 W EP2004007468 W EP 2004007468W WO 2005014604 A3 WO2005014604 A3 WO 2005014604A3
Authority
WO
WIPO (PCT)
Prior art keywords
phosphonic acid
acid anhydrides
cyclic
formula
production
Prior art date
Application number
PCT/EP2004/007468
Other languages
English (en)
French (fr)
Other versions
WO2005014604A2 (de
Inventor
Mark Wehner
Bettina Kirschbaum
Lothar Deutscher
Hans Juergen Wagner
Harald Hoessl
Original Assignee
Clariant Gmbh
Mark Wehner
Bettina Kirschbaum
Lothar Deutscher
Hans Juergen Wagner
Harald Hoessl
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 to MXPA06000788A priority Critical patent/MXPA06000788A/es
Priority to DE502004010124T priority patent/DE502004010124D1/de
Priority to JP2006520716A priority patent/JP4757797B2/ja
Priority to US10/565,470 priority patent/US7473794B2/en
Priority to BRPI0412747-1A priority patent/BRPI0412747A/pt
Priority to AU2004263226A priority patent/AU2004263226A1/en
Application filed by Clariant Gmbh, Mark Wehner, Bettina Kirschbaum, Lothar Deutscher, Hans Juergen Wagner, Harald Hoessl filed Critical Clariant Gmbh
Priority to EP04740776A priority patent/EP1658299B1/de
Priority to CA002533173A priority patent/CA2533173A1/en
Priority to AT04740776T priority patent/ATE443710T1/de
Publication of WO2005014604A2 publication Critical patent/WO2005014604A2/de
Publication of WO2005014604A3 publication Critical patent/WO2005014604A3/de
Priority to HK07100313.3A priority patent/HK1093989A1/xx

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
    • C07F9/657163—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom
    • C07F9/657181—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom the ring phosphorus atom and, at least, one ring oxygen atom being part of a (thio)phosphonic acid derivative
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
    • 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
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3895—Pyrophosphonic acids; phosphonic acid anhydrides
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/10—Process efficiency

Abstract

Verfahren zur Herstellung von cyclischen Phosphonsäureanhydriden der Formel (III) durch a) Umsetzung von Phosphonsäure-Derivaten der Formel (I) mit Essigsäureanhydrid bei einer Temperatur im Bereich von 30 bis 150 °C und gleichzeitiger destillativer Abtrennung eines Gemisches aus Essigsäure und Essigsäureanhydrid, b) anschließender Reaktivdestillation der in Schritt a) erhaltenen oligomeren Phosphonsäureanhydride der Formel (II) und Überführung in die entsprechenden cyclischen trimeren Phosphonsäureanhydride der Formel (III), wobei, n eine ganze Zahl von 0 bis 300 ist und R für Allyl, Aryl oder offenkettige, cyclische oder verzweigte C1 bis C8­Alkyl-Reste, Aryloxy, Allyloxy oder Alkoxy mit offenkettigen, cyclischen oder verzweigten C1 bis C8-Alkyl-Resten, steht. Vorzugsweise werden die in Schritt b) gebildeteten cyclischen trimeren Phosphonsäureanhydride sofort in einem organischen Lösungsmittel gelöst werden, das sich diesen gegenüber inert verhält.
PCT/EP2004/007468 2003-07-21 2004-07-08 Verfahren zur herstellung von cyclischen phosphonsäureanhydriden WO2005014604A2 (de)

Priority Applications (10)

Application Number Priority Date Filing Date Title
DE502004010124T DE502004010124D1 (de) 2003-07-21 2004-07-08 Verfahren zur herstellung von cyclischen phosphons ureanhydr iden
JP2006520716A JP4757797B2 (ja) 2003-07-21 2004-07-08 無水環状ホスホン酸の製造法
US10/565,470 US7473794B2 (en) 2003-07-21 2004-07-08 Method for the production of cyclic phosphonic acid anhydrides
BRPI0412747-1A BRPI0412747A (pt) 2003-07-21 2004-07-08 processo para preparação de anidridos cìclicos de ácido fosfÈnico
AU2004263226A AU2004263226A1 (en) 2003-07-21 2004-07-08 Method for the production of cyclic phosphonic acid anhydrides
MXPA06000788A MXPA06000788A (es) 2003-07-21 2004-07-08 Metodo para la produccion de anhidridos ciclicos de acido fosfonico.
EP04740776A EP1658299B1 (de) 2003-07-21 2004-07-08 Verfahren zur herstellung von cyclischen phosphons ureanhydr iden
CA002533173A CA2533173A1 (en) 2003-07-21 2004-07-08 Method for the production of cyclic phosphonic acid anhydrides
AT04740776T ATE443710T1 (de) 2003-07-21 2004-07-08 Verfahren zur herstellung von cyclischen phosphons ureanhydr iden
HK07100313.3A HK1093989A1 (en) 2003-07-21 2007-01-10 Method for the production of cyclic phosphonic acid anhydrides

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10333042A DE10333042B4 (de) 2003-07-21 2003-07-21 Verfahren zur Herstellung von cyclischen Phosphonsäureanhydriden und deren Verwendung
DE10333042.9 2003-07-21

Publications (2)

Publication Number Publication Date
WO2005014604A2 WO2005014604A2 (de) 2005-02-17
WO2005014604A3 true WO2005014604A3 (de) 2005-05-06

Family

ID=34111622

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2004/007468 WO2005014604A2 (de) 2003-07-21 2004-07-08 Verfahren zur herstellung von cyclischen phosphonsäureanhydriden

Country Status (14)

Country Link
US (2) US7473794B2 (de)
EP (1) EP1658299B1 (de)
JP (1) JP4757797B2 (de)
KR (1) KR20060063906A (de)
CN (1) CN100387606C (de)
AT (1) ATE443710T1 (de)
AU (1) AU2004263226A1 (de)
BR (1) BRPI0412747A (de)
CA (1) CA2533173A1 (de)
DE (2) DE10333042B4 (de)
ES (1) ES2331074T3 (de)
HK (1) HK1093989A1 (de)
MX (1) MXPA06000788A (de)
WO (1) WO2005014604A2 (de)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8987489B2 (en) 2008-12-04 2015-03-24 Clariant Finance (Bvi) Limited Method for producing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ether and the use thereof
US8987490B2 (en) 2008-12-18 2015-03-24 Clariant Finance (Bvi) Limited Method for the production of monohydroxy-functionalized dialkylphosphinic acids, esters, and salts using ethylene oxide, and use thereof
US9018413B2 (en) 2008-12-18 2015-04-28 Clariant Finance (Bvi) Limited Method for the production of alkylphosphonic acids, esters, and salts by oxidizing alkylphosphonous acids, and use thereof
US9035088B2 (en) 2008-11-07 2015-05-19 Clariant Finance (Bvi) Limited Method for producing mono-aminofunctionalized dialkylphosphinic acids and esters and salts thereof by means of acrylnitriles and use thereof
US9139714B2 (en) 2008-11-05 2015-09-22 Clariant Finance (Bvi) Limited Method for producing dialkylphosphinic acids and esters and salts thereof by means of allyl alcohols-acroleins and use thereof
US9181487B2 (en) 2008-12-18 2015-11-10 Clariant Finance (Bvi) Limited Process for preparing ethylenedialkylphosphinic acids, esters and salts by means of acetylene and use thereof
US9279085B2 (en) 2008-12-19 2016-03-08 Clariant Finance (Bvi) Limited Method for the production of monofunctionalized dialkylphosphinic acids, esters and salts, and use thereof

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DE10333042B4 (de) * 2003-07-21 2005-09-29 Clariant Gmbh Verfahren zur Herstellung von cyclischen Phosphonsäureanhydriden und deren Verwendung
DE102008003677A1 (de) 2008-01-09 2009-07-16 Archimica Gmbh Verfahren zur Herstellung von Phosphonsäureanhydriden
FR2928148B1 (fr) * 2008-02-28 2013-01-18 Sanofi Aventis Procede de preparation de combretastatine
US20110166382A1 (en) * 2008-06-09 2011-07-07 Celtic Catalysts Limited Processes for obtaining a phosphonic acid from a phosphonic acid anhydride
DE102008055914A1 (de) * 2008-11-05 2010-05-06 Clariant International Limited Verfahren zur Herstellung von mono-hydroxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Acroleinen und ihre Verwendung
DE102008055916A1 (de) * 2008-11-05 2010-05-06 Clariant International Limited Verfahren zur Herstellung von mono-hydroxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Allylalkoholen und ihre Verwendung
DE102008056342A1 (de) * 2008-11-07 2010-05-12 Clariant International Limited Verfahren zur Herstellung von Dialkylphosphinsäuren, -estern und -salzen mittels Acrylnitrilen und ihre Verwendung
ES2525550T3 (es) 2008-11-07 2014-12-26 Clariant Finance (Bvi) Limited Procedimiento para la preparación de ácidos, ésteres y sales dialquilfosfínicos mediante derivados del ácido acrílico y su uso
DE102008056339A1 (de) * 2008-11-07 2010-05-12 Clariant International Limited Verfahren zur Herstellung von mono-aminofunktionalisierten Dialkylphosphinsäuren, -estern und -salzen und ihre Verwendung
CN102171226B (zh) 2008-11-11 2015-02-11 科莱恩金融(Bvi)有限公司 利用烯丙基化合物制备单烯丙基官能化的二烷基次膦酸、其盐或酯的方法以及它们的用途
DE102008060035A1 (de) 2008-12-02 2010-06-10 Clariant International Limited Verfahren zur Herstellung von mono-hydroxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Vinylester einer Carbonsäure und ihre Verwendung
DE102008060036A1 (de) * 2008-12-02 2010-06-10 Clariant International Limited Verfahren zur Herstellung von mono-carboxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Vinylester einer Carbonsäure und ihre Verwendung
DE102008063642A1 (de) 2008-12-18 2010-06-24 Clariant International Limited Verfahren zur Herstellung von monocarboxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Alkylenoxiden und ihre Verwendung
DE102008064012A1 (de) 2008-12-19 2010-06-24 Clariant International Limited Halogenfreie Addukte von Alkylphosphonigsäurederivaten und diesterbildenden Olefinen, halogenfreie Verfahren zu deren Herstellung und ihre Verwendung
CN102858739A (zh) * 2010-03-10 2013-01-02 斯索恩有限公司 酰胺化吡咯甲酸酯化合物的方法
ES2548256T3 (es) 2010-10-14 2015-10-15 Synthon Bv Proceso para la preparación de bortezomib y los intermedios para el proceso
DE102011108324A1 (de) * 2011-07-25 2013-01-31 Merck Patent Gmbh Verfahren zur Herstellung von Bis(perfluoralkyl)phosphinsäureanhydriden
CN103483386B (zh) * 2013-08-30 2016-03-02 山东汇海医药化工有限公司 一种改进的1-丙基膦酸环酐的制备方法
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CN107011384B (zh) * 2017-04-24 2019-02-15 中节能万润股份有限公司 一种环状丙基膦酸酐的制备方法
WO2019038406A1 (en) * 2017-08-25 2019-02-28 Synthon B.V. PROCESS FOR THE PREPARATION OF IXAZOMIB OR ITS INTERMEDIATES
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CN111635434B (zh) * 2020-07-20 2023-04-07 苏州昊帆生物股份有限公司 1-丙基磷酸环酐的合成方法
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CN114195826B (zh) * 2021-09-13 2023-06-23 洪湖市一泰科技有限公司 一种环膦酸酐生产中的蒸馏釜残留物的处理方法及处理装置
CN114763364A (zh) * 2021-11-18 2022-07-19 黑龙江豪运药业有限公司 一种1-丙基磷酸酐的合成方法

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9139714B2 (en) 2008-11-05 2015-09-22 Clariant Finance (Bvi) Limited Method for producing dialkylphosphinic acids and esters and salts thereof by means of allyl alcohols-acroleins and use thereof
US9035088B2 (en) 2008-11-07 2015-05-19 Clariant Finance (Bvi) Limited Method for producing mono-aminofunctionalized dialkylphosphinic acids and esters and salts thereof by means of acrylnitriles and use thereof
US8987489B2 (en) 2008-12-04 2015-03-24 Clariant Finance (Bvi) Limited Method for producing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ether and the use thereof
US8987490B2 (en) 2008-12-18 2015-03-24 Clariant Finance (Bvi) Limited Method for the production of monohydroxy-functionalized dialkylphosphinic acids, esters, and salts using ethylene oxide, and use thereof
US9018413B2 (en) 2008-12-18 2015-04-28 Clariant Finance (Bvi) Limited Method for the production of alkylphosphonic acids, esters, and salts by oxidizing alkylphosphonous acids, and use thereof
US9181487B2 (en) 2008-12-18 2015-11-10 Clariant Finance (Bvi) Limited Process for preparing ethylenedialkylphosphinic acids, esters and salts by means of acetylene and use thereof
US9279085B2 (en) 2008-12-19 2016-03-08 Clariant Finance (Bvi) Limited Method for the production of monofunctionalized dialkylphosphinic acids, esters and salts, and use thereof

Also Published As

Publication number Publication date
HK1093989A1 (en) 2007-03-16
WO2005014604A2 (de) 2005-02-17
DE10333042A1 (de) 2005-03-03
JP2006528140A (ja) 2006-12-14
MXPA06000788A (es) 2006-04-18
EP1658299B1 (de) 2009-09-23
US7829736B2 (en) 2010-11-09
CA2533173A1 (en) 2005-02-17
JP4757797B2 (ja) 2011-08-24
BRPI0412747A (pt) 2006-09-26
KR20060063906A (ko) 2006-06-12
CN1823079A (zh) 2006-08-23
EP1658299A2 (de) 2006-05-24
US20080183009A1 (en) 2008-07-31
DE10333042B4 (de) 2005-09-29
US7473794B2 (en) 2009-01-06
US20060264654A1 (en) 2006-11-23
ATE443710T1 (de) 2009-10-15
DE502004010124D1 (de) 2009-11-05
AU2004263226A1 (en) 2005-02-17
ES2331074T3 (es) 2009-12-21
CN100387606C (zh) 2008-05-14

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