Sanofi

Sanofi-synthelabo

Elf Sanofi

Sanofi and Industria Chimica Prodotti Francis S.p.a.

Alain Heymes

Jean-Robert Dormoy

Andre Bousquet

Isaac Chekroun

Jean-Daniel Andre

Michel Bouisset

Pierre-Jean Grossi

Giovanni V Manzaroli

Bertrand Castro

M&aacute;ria Bakonyi

Levent&eacute;n&eacute; Moln&aacute;r

Serge Calet

Bernard Boudet

Marianna Csat&aacute;rin&eacute; Nagy

Jean R Dormoy

Andre Bouscuet

Jacques A Chick

Christian Forqlly

Carlo Blasioli

A process for the preparation of &lsqb;2-(2-thienyl)-ethylamino&rsqb;-(2-halogenophenyl)-acetonitriles of general formula (I) starting from 2-(2-thienyl)-ethyl-amine, alkalicyanide and o-halogeno-benzaldehyde. Compounds of general formula (I) are valuable intermediates.

Intermediates and process for the preparation thereof

The invention relates to a process for the preparation of 3-benzoyl benzofuran derivatives of general formula: ##STR1## wherein a benzofuran derivative of general formula: ##STR2## is reacted in situ in the presence of aluminium chloride successively with phosgene or oxalyl chloride, and then with a phenolic derivative of general formula: ##STR3## to produce a complex which is hydrolysed to form the desired compound of 3-benzoyl benzofuran.

Process for the preparation of 3-benzoyl benzofuran derivatives

Composition consisting of a mixture of (E) and (Z) isomers of esters of general formula: ##STR1## in which R represents a C.sub.1 -C.sub.4 alkyl radical, containing at least 85% of (E) isomer. A process for preparing such a composition. The use of such a composition for preparing (E)-2-propyl-2-pentenoic acid of formula: ##STR2## and also its pharmaceutically acceptable salts.

Process for preparing (E)-2-propyl-2-pentenoic acid and intermediate

The invention relates to isopropyl 2-thienylglycidate of formula: ##STR1## obtained by reaction of 2-thienylcarboxaldehyde with an isopropyl haloacetate. It is employed as a synthesis intermediate in the preparation of 2-thienylacetaldoxime and of medications derived from thieno[3,2-c]pyridine.

2-thienylglycidic derivative, process for its preparation and its use as

The object of the invention is a process for the preparation of the trans(-) (2R,3S) diastereoisomer of the glycidic esters of general formula: ##STR1## wherein a chlorohydrin of general formula: ##STR2## is reacted with a strong organic base in a suitable solvent and at a temperature between -10.degree. C. and room temperature. Another object of the invention is intermediate compounds cis(+) (2S,3S) 1,5-benzothiazepin-4-one.

Process for the preparation of benzothiazepin-one derivatives

The subject of the present invention is a process for the preparation of isoquinoline derivatives in four steps wherein use is made as synthetic intermediates of organo-lithium compounds or related compounds.

Process for the preparation of isoquinoline derivatives

The invention relates to the preparation of di-n-propylacetonitrile, according to a process consisting in heating N-(1-propyl-n-butyl)formamide to a temperature of between 350.degree. C. and 550.degree. C. and in the absence of oxygen, in the presence of a catalyst consisting of a silica impregnated with 0.1 to 10% by weight of alkali metal cations.

Process for preparing di-n-propylacetonitrile

The invention relates to a process for the preparation of morphinane derivatives of general formula: ##STR1## by demethylation of 3-methoxylated compound with a sulfonic acid selected from methanesulfonic acid and trifluoromethanesulfonic acid in the presence of a sulfide.

Process for the preparation of morphinane derivatives

The invention relates to a process for fixing an electrophilic group in the 2-position of 1H-pyrrolo[3,2-c]pyridine N-protected in the 1-position, process which consists in protecting the 1-position in question with a labile protecting group, reacting the compound so obtained with a lithiation agent selected from a lithium amide and an alkyl lithium at a temperature between -80.degree. C. and -20.degree. C. and in the presence of tetramethylethylenediamine to obtain the corresponding 2-lithio derivative and then condensing the metal derivative so obtained at a temperature between -80.degree. C. and room-temperature with a reagent capable of giving rise to an electrophilic group to form N-protected 1H-pyrrolo[3,2-c]pyridine substituted in the 2-position by an electrophilic group.

1H-pyrrolo [3,2-c]pyrrolidines protected in 1-position useful as

The invention relates to a process for preparing .alpha.-hydroxy-alkanoic acids of general formula: ##STR1## in which R represents hydrogen or a lower alkyl radical and Cy represents phenyl or a heterocyclic radical, both radicals optionally comprising one or more substituents selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl radicals and halogen atoms, process which comprises the treatment of an .alpha.,.alpha.-dihalogenated ketone of general formula: ##STR2## in which R and Cy have the same meaning as above and X represents chlorine, bromine or iodine, in the presence of an aqueous solution of an alkali metal hydroxide and a non polar organic solvent selected from an aromatic or alicyclic hydrocarbon, the treatment being carried out at a temperature between the boiling temperature of the reaction medium at atmospheric pressure and 240.degree. C. under pressure and the alkali metal so formed is then acidified to obtain the desired acid.

Process for preparing .alpha.-hydroxy-alkanoic acids and compounds

The invention relates to a process for preparing .alpha.-hydroxy-acids of general formula: ##STR1## in which R represents hydrogen or a lower alkyl radical and Cy represents a phenyl, naphthyl or heterocyclic radical, these latter three radicals optionally comprising one or more substituents selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy radicals and halogen atoms, process which comprises the treatment of an .alpha.-monohalogenated ketone of general formula: ##STR2## in which R and Cy have the same meaning as above and X represents chlorine, bromine or iodine, in the presence of an aqueous solution of an alkali metal hydroxide, a non-polar organic solvent selected from an aromatic or alicyclic hydrocarbon and oxygen in excess optionally in the presence of an inert gas, the treatment being carried out at a temperature ranging from the boiling temperature of the reaction medium at atmospheric pressure and 240.degree. C. under pressure and the alkali metal so formed is then acidified to obtain the desired acid.

Process for preparing .alpha.-hydroxy-acids and compounds obtained by

A process for preparing 1H-pyrrolo-[3,2-c]-pyridine or 5-aza-indole in high yield, comprising condensing 3-methyl-4-nitropyridine-1-oxide with a compound having a formula ##STR1## wherein R represents a di-loweralkylamino, morpholino, piperidino or pyrrolidino group and R.sub.1 and R.sub.2, which are the same or different, each represent a loweralkoxy group or a group R as defined; to form an enamine having a formula: ##STR2## wherein R is as define and subjecting the enamine IV to reduction cyclization; the enamines IV are new compounds.

Process for preparing 5-aza-indole and intermediates used in this process

The present invention provides a multistep process for the preparation of .beta.-cyclo-substituted ethylamines of the general formula:-

Process for the preparation of .beta.-cyclo-substituted ethylamines

The present invention provides a process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl)-ethylamine derivatives of the general formula: ##STR1## in which R.sub.1, in the 2-, 3-, 4- or 5-position, is a hydrogen or halogen atom, a nitro, carboxyl, cyano or amino group, a linear or branched alkyl or alkoxy radical or a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, the aminoethyl chain is in the 2- or 3-position, R.sub.2, R.sub.3 and R.sub.4, which are the same or different, are hydrogen atoms or heterocyclic or non-heterocyclic aromatic radicals, which are optionally mono- or polysubstituted, and Ar is a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted.

Process for the preparation of 2-(thien-2-yl)- and

The present invention provides a process for the preparation of 5,6,7,7a-tetrahydro-4H-thieno[3,2-c]-pyridin-2-ones of the general formula: ##STR1## in which R is a hydrogen atom or a phenyl radical optionally substituted by at least one halogen atom, lower alkyl radical, lower alkoxy radical, nitro group, carboxyl group or alkoxycarbonyl radical, R' is a hydrogen atom or lower alkyl radical and n is 0 or a number of from 1 to 4, wherein a compound of the general formula: ##STR2## in which R, R' and n have the same meanings as above, is reacted with formaldehyde to give a compound of the general formula: ##STR3## in which R, R' and n have the same meanings as above, whereafter this compound is treated with dry hydrogen chloride to give the desired compound of general formula (I). The compounds are useful as anti-thrombotic agents.

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Sisteron, France

Alain Heymes