Patents by Inventor Marc Julia

Marc Julia has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4968844
    Abstract: Retinal is prepared by condensing a C.sub.15 sulphide of formula: ##STR1## in which R.sub.1 denotes aryl, aralkyl, pyridyl, 2-thiazolyl, 2-benzothiazolyl, 2-benzimidazolyl or 2-benzoxazolyl, with a haloacetal of formula: ##STR2## in which X denotes a halogen atom and R denotes an alkyl radical containing 1 to 4 carbon atoms, to give a C.sub.20 sulphide acetal of formula: ##STR3## in which R.sub.1 and R are defined as above, hydrolysing the said sulphide acetal to give a C.sub.20 sulphide aldehyde of formula: ##STR4## in which R.sub.1 is defined as above, desulphurizing the said sulphide aldehyde to give retinal, and isolating the retinal obtained.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: November 6, 1990
    Assignee: Centre National de la Recherche Scientifique (C. N. R. S.)
    Inventor: Marc Julia
  • Patent number: 4670577
    Abstract: A novel process for the preparation of pent-4-enoic acids of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, cyano and alkoxycarbonyl of 2 to 5 carbon atoms and Y is selected from the group consisting of hydrogen, cyano, alkoxycarbonyl 2 to 5 carbon atoms, acyl of an organic carboxylic acid of 2 to 7 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms and arylsulfonyl of 6 to 7 carbon atoms with the proviso that X and Y are not both hydrogen comprising reacting a compound of the formula ##STR2## wherein R is selected from the group consisting of acyloxy of an organic carboxylic acid of 1 to 7 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms and arylsulfonyl of 6 to 7 carbon atoms with an anion derivative of a compound of the formula ##STR3## wherein X.sub.1 and Y.sub.
    Type: Grant
    Filed: February 24, 1984
    Date of Patent: June 2, 1987
    Assignee: Roussel Uclaf
    Inventors: Marc Julia, Therese Cuvigny
  • Patent number: 4474983
    Abstract: 1,5-Dimethyl-hexa-1,5-dienylene compounds, and especially Vitamin A and derivatives thereof, are made by desuphonylating with a basic reagent a sulphone of the formula: ##STR1## in which the sulphonyl group --SO.sub.2 R replaces a hydrogen atom on carbon atom (a) or (b), R represents a phenyl or napthyl group, A is 2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl, and Q is --CH.sub.2 OH or an ether or ester thereof, CHO, or an acetal group.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: October 2, 1984
    Assignee: Rhone-Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 4433171
    Abstract: Sulphones useful for preparing polyenes have the formula: ##STR1## where the sulphonyl group replaces a hydrogen atom on carbon atom (a) or (b), R represents alkyl, aralkyl or aryl, optionally substituted, A and Q represent an optionally substituted hydrocarbon of 5n+1 carbon atoms (n is 1-5), methyl, optionally substituted by halogen, sulphide or sulphone, CH.sub.2 OH (or an ether or ester thereof), CHO (optionally protected), COOH (or an acid chloride, ester or nitrile thereof), with the proviso that when A represents a 2-(2,6,6-trimethylcyclohex-1-enyl) ethenyl radical, Q cannot represent --COOH or an ester thereof.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: February 21, 1984
    Assignee: Rhone-Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 4343952
    Abstract: The present invention relates to a process for the preparation of unsaturated sulphones. It relates to a process in which unsaturated sulphones are prepared by sulphonation of the corresponding diene compound in the presence of a palladium catalyst, the sulphonating agent being a sulphinic acid or a sulphinate in the presence of an acid. The sulphones obtained are synthesis intermediates, particularly in the preparation of vitamins A and E.
    Type: Grant
    Filed: October 8, 1980
    Date of Patent: August 10, 1982
    Assignee: Agence Nationale de Valorisation de la Recherche (ANVAR)
    Inventors: Marc Julia, Lucien Saussine
  • Patent number: 4331814
    Abstract: Sulphones useful for preparing polyenes have the formula: ##STR1## where the sulphonyl group replaces a hydrogen atom on carbon atom (a) or (b), R represents alkyl, aralkyl or aryl, optionally substituted, A and Q represent an optionally substituted hydrocarbon of 5n+1 carbon atoms (n is 1-5), methyl, optionally substituted by halogen, sulphide or sulphone, CH.sub.2 OH (or an ether or ester thereof), CHO (optionally protected), COOH (or an acid chloride, ester or nitrile thereof), with the proviso that when A represents a 2-(2,6,6-trimethylcyclohex-1-enyl) ethenyl radical, Q cannot represent --COOH or an ester thereof.
    Type: Grant
    Filed: February 1, 1973
    Date of Patent: May 25, 1982
    Assignee: Rhone Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 4219667
    Abstract: Sulphones of the formula:RSO.sub.2 CH.sub.2 CX.dbd.CYCH.sub.2 OR.sub.1where R is alkyl, aralkyl, alkylaryl or aryl, R.sub.1 is hydrogen or -COR.sub.2 where R.sub.2 is hydrogen, alkyl or aryl, and one of X and Y is methyl and the other is hydrogen are useful for converting terpene and carotenoid compounds into the immediately higher isoprenologue, useful as perfumes, foodstuff dyes, and pharmaceuticals.
    Type: Grant
    Filed: December 5, 1973
    Date of Patent: August 26, 1980
    Assignee: Rhone-Poulenc S.A.
    Inventors: Marc Julia, Albert Menet
  • Patent number: 4049718
    Abstract: Sulphones of the formula: ##STR1## in which R is a substituted or unsubstituted alkyl, alkylaryl, aralkyl, or aryl radical, A is a radical containing one or more isoprene units which is saturated, unsaturated, or of the conjugated or unconjugated polyene type, which is unsubstituted or substituted by one or more functional groups, halogen atoms or alkyl groups, and which may be cyclic when the number of isoprene units is at least 2, and Q is hydrogen or a cyclic or acyclic hydrocarbon radical which is saturated, unsaturated, or of the conjugated or unconjugated polyene type, and which is unsubstituted or substituted by one or more functional groups, halogen atoms or alkyl groups are useful intermediates in the production of terpene compounds such as .beta.-carotene and canthaxanthine.
    Type: Grant
    Filed: February 10, 1975
    Date of Patent: September 20, 1977
    Assignee: Rhone-Poulenc, S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 4048234
    Abstract: Sulphones of the formula: ##STR1## in which R is a substituted or unsubstituted alkyl, alkylaryl, aralkyl, or aryl radical, A is a radical containing one or more isoprene units which is saturated, unsaturated, or of the conjugated or unconjugated polyene type, which is unsubstituted or substituted by one or more functional groups, halogen atoms or alkyl groups, and which may be cyclic when the number of isoprene units is at least 2, and Q is hydrogen or a cyclic or acyclic hydrocarbon radical which is saturated, unsaturated, or of the conjugated or unconjugated polyene type, and which is unsubstituted or substituted by one or more functional groups, halogen atoms or alkyl groups are useful intermediates in the production of terpene compounds such as .beta.-carotene and canthaxanthine.
    Type: Grant
    Filed: November 6, 1973
    Date of Patent: September 13, 1977
    Assignee: Rhone-Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 4038323
    Abstract: Carotene compounds e.g. .beta.-carotene, are prepared by reacting a sulphone Ret--SO.sub.2 --R, in which Ret represents retinyl or substituted retinyl and R represents a hydrocarbon radical, in the presence of an alkaline reagent with an ester Ret-X, in which X represents an acid residue, and then desulphonating the product, for example with an alkaline reagent.
    Type: Grant
    Filed: September 26, 1973
    Date of Patent: July 26, 1977
    Assignee: Rhone-Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia
  • Patent number: 4028422
    Abstract: Olefinic sulfones of the general formula: ##STR1## wherein one of X and Y represents a hydrogen atom and the other represents an -SO.sub.2 -Ar radical in which Ar represents an aryl radical and n is an integer from 1 to 3, the > CH-SO.sub.2 Ar group may be reduced to a methylene group to give Olefins which are known sexual attractants for flies.
    Type: Grant
    Filed: June 23, 1975
    Date of Patent: June 7, 1977
    Assignee: Agence Nationale de Valorisation de la Recherche (ANVAR)
    Inventor: Marc Julia
  • Patent number: 3980695
    Abstract: Sulphones of formula QSO.sub.2 CH.sub.2 CY=CY.sub.1 CH.sub.2 CHRR.sub.1 wherein one of Y and Y.sub.1 is hydrogen the other methyl, R and R.sub.1 are CHO, COR.sub.2, COOH, COOR.sub.3, CONR.sub.5 R.sub.5, CN, SO.sub.2 R.sub.4, SO.sub.3 R.sub.5 and NO.sub.2, wherein R.sub.2 -R.sub.5 are alkyl or aryl and R.sub.5 can be hydrogen, and Q is alkyl, substituted alkyl, aryl, aralkyl or alkaryl or optionally substituted, optionally unsaturated terpene of 5n carbon atoms (n being 1-9), but excluding 2- or 3-methylbutadienyl and 2-butadienylmethyl, are intermediates for preparing terpenes.
    Type: Grant
    Filed: April 16, 1973
    Date of Patent: September 14, 1976
    Assignee: Rhone-Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 3979471
    Abstract: The invention relates to a process for the preparation of ethylenic compounds and to certain novel ethylenic compounds produced by the process.The process comprises the reaction of an appropriate carbonyl compound with a sulphone to obtain an alcohol sulphone which is then reduced to obtain the desired ethylenic compound.
    Type: Grant
    Filed: August 2, 1974
    Date of Patent: September 7, 1976
    Assignee: Agence Nationale de Valorisation de la Recherche (ANVAR)
    Inventor: Marc Julia
  • Patent number: 3970706
    Abstract: The invention relates to a process for the grafting a chain on to the 10-position carbon atom of a tricyclene skeleton, more particularly for producing 10-substituted stereospecific tricyclenes, especially cis-.alpha.-santalene and cis-.alpha.-santalol. The process involves the production of a sulphone of the tricyclene, the reaction of the sulphone with the halogenated derivative of the desired side chain and desulphonating the product.
    Type: Grant
    Filed: August 22, 1973
    Date of Patent: July 20, 1976
    Assignee: Agence Nationale de Valorisation de la Recherche (ANVAR)
    Inventor: Marc Julia