WO2009118493A3 - Procede de synthese en continu d'un compose n-acyle; installation pour la mise en oeuvre du procede - Google Patents

Procede de synthese en continu d'un compose n-acyle; installation pour la mise en oeuvre du procede Download PDF

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Publication number
WO2009118493A3
WO2009118493A3 PCT/FR2009/050310 FR2009050310W WO2009118493A3 WO 2009118493 A3 WO2009118493 A3 WO 2009118493A3 FR 2009050310 W FR2009050310 W FR 2009050310W WO 2009118493 A3 WO2009118493 A3 WO 2009118493A3
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WO
WIPO (PCT)
Prior art keywords
unit
formula
compound including
acylated compound
flow
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Application number
PCT/FR2009/050310
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English (en)
Other versions
WO2009118493A2 (fr
Inventor
Christian Berger
Pierre Gagne
Philippe Speck
Cyrille Auberger
Dominique Duthey
Original Assignee
Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic
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
Application filed by Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic filed Critical Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic
Priority to EP09725514A priority Critical patent/EP2271614A2/fr
Priority to CN200980111317XA priority patent/CN101981000A/zh
Publication of WO2009118493A2 publication Critical patent/WO2009118493A2/fr
Publication of WO2009118493A3 publication Critical patent/WO2009118493A3/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/47—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/49—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dermatology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)

Abstract

Synthèse en phase aqueuse en continu d'un composé N-acylé comportant un motif (Ml), dans lequel n représente 0, 1 ou 2 et Rl représente un radical aliphatique, comprenant : une étape A de réaction d'un composé comportant un motif (M2), dans lequel M représente un atome de métal alcalin, avec un halogénure d'acide de formule (IV), dans laquelle X représente un atome d'halogène, en solution aqueuse et à pH supérieur à 7, pour former un composé N-acylé comportant un motif (M3). Une étape B d'hydrolyse à pH inférieur à 7, du composé N-acylé comportant au moins un motif (M3) obtenu à l'étape A, pour former ledit composé N-acylé comportant un motif (Ml); caractérisé en ce que l'étape A est effectuée par mise en contact de façon continue dans le temps, d'un flux de débit di dudit halogénure d'acide de formule (IV), d'un flux de débit d2, dudit composé comportant au moins un motif (M2) ou du mélange de composés comportant au moins un motif (M2) et d'un flux de débit d3 de solution aqueuse alcaline, en maintenant le ratio molaire halogénure d'acide de formule (IV) / composé comportant au moins un motif (M2) inférieur à 1 et supérieur ou égal à 0,75 et en maintenant le pH du milieu inférieur ou égal à 9,5 et supérieur ou égal à 8. Installation pour la mise en œuvre du procédé.
PCT/FR2009/050310 2008-03-28 2009-02-27 Procede de synthese en continu d'un compose n-acyle; installation pour la mise en oeuvre du procede WO2009118493A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP09725514A EP2271614A2 (fr) 2008-03-28 2009-02-27 Procede de synthese en continu d'un compose n-acyle; installation pour la mise en oeuvre du procede
CN200980111317XA CN101981000A (zh) 2008-03-28 2009-02-27 连续合成n-酰化化合物的方法及进行所述方法的设备

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0852006A FR2929275B1 (fr) 2008-03-28 2008-03-28 Procede de synthese en continu d'un compose n-acyle ; installation pour la mise en oeuvre du procede
FR0852006 2008-03-28

Publications (2)

Publication Number Publication Date
WO2009118493A2 WO2009118493A2 (fr) 2009-10-01
WO2009118493A3 true WO2009118493A3 (fr) 2009-11-26

Family

ID=40098342

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2009/050310 WO2009118493A2 (fr) 2008-03-28 2009-02-27 Procede de synthese en continu d'un compose n-acyle; installation pour la mise en oeuvre du procede

Country Status (4)

Country Link
EP (1) EP2271614A2 (fr)
CN (1) CN101981000A (fr)
FR (1) FR2929275B1 (fr)
WO (1) WO2009118493A2 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102126984B (zh) * 2010-12-30 2014-10-01 上海奥利实业有限公司 N-长链酰基氨基酸盐的缩合生产工艺和专用设备
WO2013149019A1 (fr) * 2012-03-30 2013-10-03 Givaudan S.A. Dérivés n-acylés de méthionine comme composés d'arôme alimentaire
CN104030940A (zh) * 2014-06-24 2014-09-10 齐鲁工业大学 一类n-丙烯酰基-氨基酸类手性可聚合单体的合成方法
DE102016104205A1 (de) * 2016-03-08 2017-09-14 Minasolve Germany Gmbh Wässrige Lösungen von N-Acyl-Aminosäuren
CN112479914B (zh) * 2020-11-24 2023-05-09 蚌埠丰原医药科技发展有限公司 一种连续生产对乙酰氨基酚的装置和方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1493660A1 (de) * 1964-03-13 1972-02-24 Hoechst Ag Verfahren zur kontinuierlichen Herstellung chemischer Verbindungen
DD131467A1 (de) * 1977-06-20 1978-06-28 Horst Berthold Verfahren zur kontinuierlichen herstellung von acyltauriden
JPH06256276A (ja) * 1993-03-02 1994-09-13 Kao Corp Ｎ−長鎖アシルアミノ酸塩の製造方法
WO1994026694A1 (fr) * 1993-05-17 1994-11-24 Givaudan Lavirotte Procede de preparation de melanges d'acides amines n-acyles
US5942635A (en) * 1995-10-31 1999-08-24 Basf Aktiengesellschaft Continuous preparation of N-acylamino carboxylic acids and N-acylamino sulphonic acids, and their alkali metal salts

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2463779A (en) 1947-08-26 1949-03-08 Ernest B Kester N-acylated derivatives of glutamic acid and process for preparing them
FR2676922B1 (fr) 1991-06-03 1995-01-20 Givaudan Lavirotte Applications en cosmetique de derives n-acyles de melanges d'acides amines issus d'hydrolysats de proteines vegetales.

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1493660A1 (de) * 1964-03-13 1972-02-24 Hoechst Ag Verfahren zur kontinuierlichen Herstellung chemischer Verbindungen
DD131467A1 (de) * 1977-06-20 1978-06-28 Horst Berthold Verfahren zur kontinuierlichen herstellung von acyltauriden
JPH06256276A (ja) * 1993-03-02 1994-09-13 Kao Corp Ｎ−長鎖アシルアミノ酸塩の製造方法
WO1994026694A1 (fr) * 1993-05-17 1994-11-24 Givaudan Lavirotte Procede de preparation de melanges d'acides amines n-acyles
US5942635A (en) * 1995-10-31 1999-08-24 Basf Aktiengesellschaft Continuous preparation of N-acylamino carboxylic acids and N-acylamino sulphonic acids, and their alkali metal salts

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
KAJL M ET AL: "A continuous method for making the acylation products of aminocarboxylic and aminosulfonic acids", CHEMICAL ABSTRACTS, AMERICAN CHEMICAL SOCIETY, US, vol. 93, no. 16, 20 October 1980 (1980-10-20), XP002025188, ISSN: 0009-2258 *
M. KAJL ET AL: "Eine kontinuierliche Methode zur Herstellung von Acylierungsprodukten von Aminocarbon- und Aminosulfonsäuren", TENSIDE, SURFACTANTS, DETERGENTS., vol. 17, no. 4, 1980, DECARL HANSER VERLAG, MUNCHEN., pages 174 - 176, XP002508699 *

Also Published As

Publication number Publication date
EP2271614A2 (fr) 2011-01-12
CN101981000A (zh) 2011-02-23
FR2929275B1 (fr) 2011-09-23
WO2009118493A2 (fr) 2009-10-01
FR2929275A1 (fr) 2009-10-02

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