FR2684098A1 - Process for the purification of benzquercin - Google Patents
Process for the purification of benzquercin Download PDFInfo
- Publication number
- FR2684098A1 FR2684098A1 FR9114500A FR9114500A FR2684098A1 FR 2684098 A1 FR2684098 A1 FR 2684098A1 FR 9114500 A FR9114500 A FR 9114500A FR 9114500 A FR9114500 A FR 9114500A FR 2684098 A1 FR2684098 A1 FR 2684098A1
- Authority
- FR
- France
- Prior art keywords
- mixture
- benzquercine
- temperature
- support substance
- water
- Prior art date
- Legal status (The legal status 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 status listed.)
- Withdrawn
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
La présente invention concerne la fabrication industrielle de la molécule : Tris (Benzyloxy) 3.5.7. [bis (Benzyloxy) 3.4. phenylj 2-4 H chromenone -4, désigné ci-dessous par "benzquercine".The present invention relates to the industrial manufacture of the molecule: Tris (Benzyloxy) 3.5.7. [bis (Benzyloxy) 3.4. phenylj 2-4 H chromenone -4, designated below by "benzquercine".
Cette molécule a pour formule développée
This molecule has the structural formula
L'invention concerne plus particulièrement un procédé de purification de ce produit. The invention relates more particularly to a process for purifying this product.
la structure moléculaire de la benzquercine est telle que les solvants nécessaires à son élaboration sont très fortement retenus et que les moyens ciassiques de séchage tu rouit ne permettent pas d'obtenir des teneurs en solvants résiduels suffisamment faibles pour satisfaire à la norme suivante :
- - teneur maximale en solvant résiduels :
- Acétone 20 ppm ;
- Diméthyl formamide 10 ppm
- Toluène iOO ppm
2 - densité apparente du produit environ 0,5
afin de le rendre apte à son conditionnement
pharmaceutique (mise en gélule de taille
n 1, mise en comprimé, etc...).the molecular structure of benzquercine is such that the solvents necessary for its preparation are very strongly retained and that the conventional drying means you do not allow to obtain sufficiently low residual solvent contents to satisfy the following standard:
- - maximum residual solvent content:
- Acetone 20 ppm;
- Dimethyl formamide 10 ppm
- Toluene iOO ppm
2 - apparent density of the product approximately 0.5
to make it suitable for packaging
pharmaceutical (size capsule
n 1, compressed, etc.).
~'invention a pour but de proposer un procédé permettant d'obtenir de la benzquercine ayant des teneurs en solvants résiduels satisfaisant à a norme ci-dessus. ~ The invention aims to provide a process for obtaining benzquercine having residual solvent contents satisfying a standard above.
e procédé est caractérisé, conformément à l'inventIon, en ce qu'on mésange la benzquercine avec une substance support soluble dans liteau mais dans laquelle la benzquercine est insoluble, en ce qu ton chauffe le mélange à une température supérieure à 1000C mais inférieure à la température à partir de laquelle les molécules de benzquercine commencent à se décomposer, on refroidit le mélange, on sépare la benzquercine de la substance support par filtrage puis par lavage à l'eau, et on sèche la benzquercine ainsi isolée de la substance support. he process is characterized, in accordance with the invention, in that the benzquercine is mixed with a support substance soluble in batten but in which the benzquercine is insoluble, in that your heating the mixture to a temperature higher than 1000C but lower than the temperature from which the benzquercine molecules begin to decompose, the mixture is cooled, the benzquercine is separated from the support substance by filtering then by washing with water, and the benzquercine thus isolated from the support substance is dried.
Avantageusement, la température à laquelle le mélange est chauffé est comprise entre 130 et 1900C, et on maintient le mélange à cette température pendant une durée comprise entre 5 minutes et 1 heure avant de refroidir le mélange. Advantageously, the temperature to which the mixture is heated is between 130 and 1900C, and the mixture is maintained at this temperature for a period of between 5 minutes and 1 hour before cooling the mixture.
Avantageusement, le chauffage du mélange est effectué sous balayage d'un gaz inerte tel que l'azote. Ce balayage de gaz permet d'entraîner les solvants s'échappant du mélange en cours de chauffage. Advantageously, the heating of the mixture is carried out under the sweeping of an inert gas such as nitrogen. This gas sweeping entrains the solvents escaping from the mixture during heating.
Comme substance support, on utilise avantageusement de la glycérine. Alternativement on peut utiliser comme substance support un glycol. As the carrier substance, glycerin is advantageously used. Alternatively, a glycol can be used as the support substance.
Ces substances (glycérIne, glycols) sont préférées parce qu'elles sont lIquides à température ambiante, elles présentent une excellente solubilité dans l'eau, elles sont absolument non toxiques pour lthomme, et zons--'tuen~ un excellent 11support thermique" pour la benzquercine, ce qui veut dire qu'elles transmettent parfaitement aux molécules de benzquercine, la chaleur provenant du récipient contenant le mélange, et évitent ainsi toute détérioration de ces molécules par une chaleur excessive due à un contact direct de ces dernières avec la source de chaleur. These substances (glycerine, glycols) are preferred because they are liquid at room temperature, they have excellent solubility in water, they are absolutely non-toxic to humans, and zons - 'tuen ~ excellent thermal support "for benzquercine, which means that they transmit heat perfectly to the molecules of benzquercine, the heat coming from the container containing the mixture, and thus avoid any deterioration of these molecules by excessive heat due to direct contact of the latter with the source of heat.
Avantageusement, le refroidissement du mélange est effectué de façon suffisamment lente pour permettre aux molécules de benzquercine de se mettre sous une forme cristalline correspondant à la densité apparente recherchée pour ce produIt. Advantageously, the cooling of the mixture is carried out slowly enough to allow the benzquercine molecules to be in a crystalline form corresponding to the apparent density desired for this product.
La demanderesse a ainsi pu traiter de la benzquercine obtenus par la méthode décrite dans le brevet allemand nO 2 122 514, dite méthode Biosedra, de la façon suivante
250 kg de benzquercine sont chargés avec 1 000 litres de glycérine pure dans un réacteur fermé en acier inoxydable dans lequel on fait circuler un courant d'azote.The Applicant was thus able to process the benzquercine obtained by the method described in the German patent No. 2,122,514, known as the Biosedra method, in the following manner
250 kg of benzquercine are loaded with 1,000 liters of pure glycerine in a closed stainless steel reactor in which a stream of nitrogen is circulated.
Le mélange se trouvant dans le réacteur est porté à 1600C, et il est maintenu à cette température pendant 15 minutes environ. The mixture in the reactor is brought to 1600C, and it is maintained at this temperature for about 15 minutes.
Durant son chauffage, le mélange est homogénéisé en permanence par un agitateur mécanique disposé dans le réacteur. En outre, on contrôle le départ des solvants. During its heating, the mixture is permanently homogenized by a mechanical stirrer placed in the reactor. In addition, the departure of the solvents is controlled.
On arrête le chauffage du réacteur, et on conduit le refroidissement du mélange selon un gradient temporel déterminé de manière à laisser le mélange refroidir lentement, de manière à permettre la cristallisation souhaitée des molécules de benzquercine. The heating of the reactor is stopped, and the mixture is cooled down according to a determined time gradient so as to allow the mixture to cool slowly, so as to allow the desired crystallization of the benzquercine molecules.
Les cristaux de benzquercine ainsi obtenus sont alors séparés de la glycérine par filtrage sous pression à travers une toile en tissu de fibres synthétiques dont les pores ont un diamètre moyen de 100 micromètres. The benzquercine crystals thus obtained are then separated from the glycerin by pressure filtration through a fabric cloth of synthetic fibers whose pores have an average diameter of 100 micrometers.
Les cristaux de benzquercine ainsi isclés sont alors lavés à l'eau de ville potable pour une élimination complète de la g'ycér--.e. The benzquercine crystals thus iscled are then washed with potable tap water for complete elimination of glyceride.
es cristaux ainsi purifiés sont séchés aans un lit fluidisé à une température d'environ 90 OC. he crystals thus purified are dried in a fluidized bed at a temperature of about 90 OC.
Le produit obtenu est broyé jusqu'à l'obtention de la granulométrie requise pour le conditionnement pharmaceutique. The product obtained is ground until the granulometry required for pharmaceutical packaging is obtained.
On constate que la teneur résiduelle en solvant du produit ainsi obtenu est la suivante
- acétone : inférieure à 20 ppm
- diméthyl formamide : inférieure à 10 ppm
- toluène : inférieure à 50 ppm. It is found that the residual solvent content of the product thus obtained is as follows
- acetone: less than 20 ppm
- dimethyl formamide: less than 10 ppm
- toluene: less than 50 ppm.
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9114500A FR2684098A1 (en) | 1991-11-25 | 1991-11-25 | Process for the purification of benzquercin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9114500A FR2684098A1 (en) | 1991-11-25 | 1991-11-25 | Process for the purification of benzquercin |
Publications (1)
Publication Number | Publication Date |
---|---|
FR2684098A1 true FR2684098A1 (en) | 1993-05-28 |
Family
ID=9419281
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR9114500A Withdrawn FR2684098A1 (en) | 1991-11-25 | 1991-11-25 | Process for the purification of benzquercin |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2684098A1 (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2088127A1 (en) * | 1970-05-21 | 1972-01-07 | Biosedra Lab |
-
1991
- 1991-11-25 FR FR9114500A patent/FR2684098A1/en not_active Withdrawn
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2088127A1 (en) * | 1970-05-21 | 1972-01-07 | Biosedra Lab |
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