Method for using a carbamoyl fluoride as fluorinating agent

The invention concerns a method for using a carbamoyl fluoride as fluorinating agent. Said method consists in treating a derivative bearing a halogen-containing carbon, with a carbamoyl fluoride at a temperature not less than 70 ° C. and in maintaining the ratio between the sum of hydrofluoric acid (HF) and carbamoyl fluoride as well as between the sum of exchangeable halogen atoms, isocyanate functions and carbamoyl fluoride [(HF+carbamoyl fluoride)/(exchangeable halogen+isocyanate+carbamoyl fluoride)] at a value not more than 1.2; then in carrying out a catalysis process with tin, antimony and/or titanium salt. The invention is applicable to synthesis of fluorinated derivatives.

Chlorination of an aniline in a hydrofluoric medium

The invention concerns a method for the synthesis of chlorinated aniline on the ring and comprising at least a sp3 hybridization carbon atom both perhalogenated and bearing a fluorine atom. Said method is characterized in that it comprises a step which consists in chlorinating a precursor aniline of said chlorinated aniline, said chlorination being carried out in a hydrofluoric medium capable of exchanging chlorine and fluorine in benzyl position. The invention is useful for the synthesis of organofluorinated and/or chlorinated compounds.

Chlorination of an aniline in a hydrofluoric medium

The invention concerns a method for the synthesis of chlorinated aniline on the ring and comprising at least a sp3 hybridisation carbon atom both perhalogenated and bearing a fluorine atom. Said method is characterized in that it comprises a step which consists in chlorinating a precursor aniline of said chlorinated aniline, said chlorination being carried out in a hydrofluoric medium capable of exchanging chlorine and fluorine in benzyl position. The invention is useful for the synthesis of organofluorinated and/or chlorinated compounds.

Method for using a carbamoyl fluoride as fluorinating agent

The invention concerns a method for using a carbamoyl fluoride as fluorinating agent. Said method consists in treating a derivative bearing a halogen-containing carbon, with a carbamoyl fluoride at a temperature not less than 70 ° C. and in maintaining the ratio between the sum of hydrofluoric acid (HF) and carbamoyl fluoride as well as between the sum of exchangeable halogen atoms, isocyanate functions and carbamoyl fluoride [(HF+carbamoyl fluoride)/(exchangeable halogen+isocyanate+carbamoyl fluoride)] at a value not more than 1.2; then in carrying out a catalysis process with tin, antimony and/or titanium salt. The invention is applicable to synthesis of fluorinated derivatives.

Exchange and to the release of an amine from its carbamoyl fluoride

The present invention relates to a process for the treatment of an aryl carbamoyl fluoride comprising in its molecule at least one perhalogenated aliphatic carbon, which carbon carries at least one halogen atom to be exchanged with fluorine. This process comprises the stage of bringing the said carbamoyl fluoride into contact with hydrofluoric acid, the ratio of hydrofluoric [lacuna] to carbamoyl fluoride being maintained during the reaction at a value at least equal to 4, preferably to 5, and characterized in that the said ratio is at most equal to 11. Application to organic synthesis.

Method for dehydrogenofluorination of an aromatic carbamoyl fluoride

A method for dehydrogenofluorination for transforming an aromatic carbamoyl fluoride into a corresponding isocyanate, is provided. The method includes subjecting a carbamoyl fluoride to a temperature not less than 80° C. in a solvent wherein the carbamoyl fluoride is in a dissolved or finely dispersed state in the solvent. The method is applicable to organic synthesis.

1 PROCESS FOR OBTAINING DERIVATIVES 2 SUBSTITUTE (S) IN META POSITION.

D'un procédé utile pour la synthèse d'un dérivé azoté substitué en méta.Ce procédé comporte l'étape de déamination d'une nitroaniline substituée en position ortho et/ou position para de la fonction aniline.Application à la synthèse organique.

1 PROCESS FOR OBTAINING DERIVATIVES 2 SUBSTITUTE (S) IN META POSITION.

PROCESS FOR THE DEHYDROGENOFLUORATION OF AN AROMATIC CARBAMOYL FLUORIDE

Treating compound having halophore carbon atom with carbamoyl fluoride comprises heating compound and carbamoyl fluoride

Treating a compound having a halophore carbon atom with a carbamoyl fluoride comprises heating the compound and the carbamoyl fluoride to at least 70 deg C and maintaining the ratio (Q) of hydrogen fluoride + carbamoyl fluoride to exchangeable halogen + isocyanate functions + carbamoyl fluoride at 2 or less.

Chlorination of aniline in ortho position, involves stage of chlorinating precursor aniline in hydrofluoric medium capable of exchanging chlorine and fluorine in benzyl position

Introduction of stage of chlorine/fluorine exchange in hydrofluoric acid medium is new. Synthesizing a chlorinated aniline on the ring having at least one C atom of sp<3> hybridization which is both perhalogenated and bears a fluorine atom, comprises chlorinating an aniline precursor in a hydrofluoric medium capable of exchanging chlorine and fluorine in benzyl position. An Independent claim is also included for the process of synthesis of N-phenyl pyrazole dichlorinated in ortho-ortho' pyrazole position and having electro-attracting group in para-position, especially C atom of sp<3> hybridization which is both perhalogenated and bearing a fluorine atom, where the process includes stage of chlorination of aniline as claimed.

A new process for the prepn. of fluoro-aniline(s)

La présente invention concerne un procédé pour la préparation d'un composé contenant une aniline substituée par un ou plusieurs atomes d'halogène dont l'un au moins est un atome de fluor, notamment une fluoroaniline, comportant une étape dans laquelle on soumet à une hydrogénation catalytique un composé contenant un nitrobenzène substitué par un ou plusieurs atomes d'halogène dont l'un au moins est un atome de fluor, notamment un chlorofluoronitrobenzène, de façon à réduire le groupe nitro en groupe amino en substituant par des atomes d'hydrogène les atomes d'halogène autres que les atomes de fluor, étape dans laquelle ledit composé benzénique nitré est introduit de façon progressive dans une enceinte sous pression d'hydrogène contenant un catalyseur d'hydrogénation dans un milieu liquide de sorte que la teneur en composé à fonction nitro dans le milieu d'hydrogénation reste inférieure ou égale à 1000 ppm (en masse). Ce procédé donne accès à des fluoroanilines, notamment des difluoroanilines telles que la 2,4-difluoroaniline ou la 3,5-difluoroaniline, à partir de composés benzéniques fluorés nitrés, éventuellement portant en outre au moins un substituant chlore, avec des rendements quasiment quantitatifs.

A new process for the prepn. of fluoro-aniline(s)

A new process for obtaining cpds. of general formula (I) comprises submitting a cpd. of formula (II) to catalytic hydrogenation in a liq. medium contg. a catalyst, under pressure of H2, to effect catalytic redn. and (if need be) a hydrogenolysis reaction. The cpd. (II) is added progressively to the medium in such a way that the content of (II) remains less than or equal to 1000 ppm (wt.), to selectively form cpd. (I). n = 1 to 5; Z = a radical stable in catalytic hydrogenation conditions; p = less than 5-n; X = a hydrogenolysable radical; q = 0 to (5-(n+p)).

CHLORINATION OF AN ANTINE IN ORTHO IN A FLUORHYDRIAL ENVIRONMENT

Process for the deep impregnation of a textile reinforcing fabric and preimpregnated fabric thus obtained

Process for the deep impregnation of a textile reinforcing fabric by means of a thermoplastic resin of high melting point and high viscosity in the melted state, characterised in that it involves: - first of all, winding 15 the fabric on a rigid mandrel 9; - then placing said wound package 15 on said mandrel 9 in an autoclave 8; - then injecting under pressure into this autoclave 8 a composition 2 of said thermoplastic resin in a solvent with a low boiling point, until all the air contained in this autoclave 8 has been discharged; - subsequently restoring atmospheric pressure in the autoclave 8; - and finally evaporating the solvent contained in the deeply impregnated fabric. The invention is used in preimpregnated fabrics for composite materials.

IMPROVEMENT IN EXCHANGE AND RELEASE OF AN AMINE FROM ITS CARBAMOYL FLUORIDE

IMPROVEMENT IN THE EXCHANGE AND RELEASE OF AN AMINE, OF ITS CARBAMOYL FLUORIDE

La présente invention concerne un procédé de traitement d'un fluorure de carbamoyle arylique, comportant dans sa molécule au moins un carbone aliphatique perhalogéné, lequel porte au moins un atome d'halogène à échanger avec le fluor.Ce procédé comporte l'étape de mise en contact dudit fluorure de carbamoyle avec de l'acide fluorhydrique, le rapport fluorhydrique sur fluorure de carbamoyle étant maintenu pendant la réaction à une valeur au moins égale à 4, de préférence à 5, et caractérisé par le fait que ledit rapport est au plus égal à 11. Application à la synthèse organique. The present invention relates to a process for treating an aryl carbamoyl fluoride, comprising in its molecule at least one perhalogenated aliphatic carbon, which carries at least one halogen atom to be exchanged with fluorine. This process comprises the step of putting in contact with said carbamoyl fluoride with hydrofluoric acid, the hydrofluoric acid to carbamoyl fluoride ratio being maintained during the reaction at a value at least equal to 4, preferably 5, and characterized in that said ratio is at most equal to 11. Application to organic synthesis.

METHOD FOR IMPREGNATING A REINFORCING TEXTILE FABRIC AT THE HEART AND PREPREGNATED FABRIC THUS OBTAINED

Improvement to the exchange and release of an amine from its carbamoyl fluoride

The invention concerns a method for treating an aryl carbamoyl fluoride, comprising in its molecule at least a perhalogenated aliphatic carbon, which bears at least a halogen atom to be exchanged with the fluorine. The method comprises a step which consists in contacting said carbamoyl fluoride with hydrofluoric acid, the hydrofluoric acid/carbamoyl fluoride ratio being maintained during the reaction at a value less than 4, preferably 5. The invention is characterised in that said ratio is not more than 11. The invention is applicable to organic synthesis.

PROCESS FOR THE DEHYDROGENOFLUORATION OF AN AROMATIC CARBAMOYL FLUORIDE

La présente invention a pour objet un procédé de déshydrogénofluoration permettant de passer d'un fluorure de carbamoyle aromatique à l'isocyanate correspondant.Ce procédé est caractérisé par le fait que l'on soumet ledit fluorure de carbamoyle à une température au moins égale à 80degreC, dans un solvant et qu'à ladite température, ledit fluorure de carbamoyle est à l'état dissous ou finement dispersé dans le solvant. Application à la synthèse organique The subject of the present invention is a dehydrogenofluorination process making it possible to pass from an aromatic carbamoyl fluoride to the corresponding isocyanate. This process is characterized in that said carbamoyl fluoride is subjected to a temperature at least equal to 80 ° C. , in a solvent and at said temperature, said carbamoyl fluoride is in the dissolved or finely dispersed state in the solvent. Application to organic synthesis

PROCESS FOR THE PREPARATION OF FLUOROANILINES FROM NITRATED FLUORINATED BENZENIC COMPOUNDS

Orthochlorierung eines anilins in einem fluorwasserstoffmedium

Verfahren zur herstellung von fluoroanilinen aus fluoronitrobenzolen

Verfahren zum austausch und zur freisetzung von aminen aus ihrem carbamoylfluorid

Verfahren zur herstellung von fluoroanilinen aus fluoronitrobenzolen

Verfahren deshydrogenofluorierung von aromitischen carbamoylfluoriden