Patents Represented by Attorney Harold Haidt
  • Patent number: 4042601
    Abstract: One or more five or six membered oxathio heterocyclic compounds having one sulfur atom and one oxygen atom, such as an oxathiolane or an oxathiane, is used to alter, modify or enhance the flavor or aroma of a foodstuff, chewing gum or medicinal product. Among said oxathio heterocyclic compounds are the seven novel compounds:2,6-dimethyl-2-phenyl-1,3-oxathiane2-isobutyl-6-methyl-1,3-oxathianeEthyl-2,6-dimethyl-1,3-oxathiane-2-acetate2,6-dimethyl-2-acetyl-1,3-oxathiane2-n-nonyl-6-methyl-1,3-oxathiane2-isobutyl-1,3-oxathiolane7-methyl(6-oxa-10-thiaspiro) 4.
    Type: Grant
    Filed: April 12, 1976
    Date of Patent: August 16, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard A. Wilson, John V. Pascale, Manfred Hugo Vock
  • Patent number: 4041069
    Abstract: Described are methods for preparing foodstuffs, flavoring compositions for foodstuffs, tobacco compositions, flavoring compositions for tobacco, perfume compositions, ingredients for perfume compositions, perfumed articles and ingredients for perfumed articles by including therein one or more C.sub.1 -C.sub.6 alkyl-2-methyl-3,4-pentadienoates in order to produce:A. In food flavorings, sweet, fruity, winey strawberry, tagette oil-like, pear and/or apple-like aromas and sweet, fruity, winey, creamy, strawberry, tagette oil-like, pear and/or apple tastes;B. In perfumes, berry, chamomile, wormwood, apple and/or pineapple notes; andC. In tobaccos, sweet, woody and/or fruity notes;As well as the novel compounds, isobutyl-2-methyl-3,4-pentadienoate and n-hexyl-2-methyl-3,4-pentadienoate.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: August 9, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Denis E. Hruza, Manfred Hugo Vock, Joaquin Vinals, Edward J. Shuster
  • Patent number: 4041186
    Abstract: Novel 3-furyl sulfides having the formula: ##STR1## wherein R.sub.1 is methylthiomethyl, R.sub.2 is methyl, and R.sub.3 is hydrogen, such 3-furyl sulfide being useful in modifying or enhancing the organoleptic properties of foodstuffs (e.g., taste and/or aroma).
    Type: Grant
    Filed: November 11, 1976
    Date of Patent: August 9, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Howard H. Heinsohn, Jr., Manfred Hugo Vock, Christopher Giacino
  • Patent number: 4041084
    Abstract: Tricyclic alcohol compounds having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 is selected from the group consisting of hydrogen and methyl; wherein the dashed line is a carbon-carbon single bond or a carbon-carbon double bond; and wherein, when the dashed line is a carbon-carbon single bond, one of R.sub.2 or R.sub.3 is hydrogen; useful in preparing compositions for augmenting or enhancing the flavor and/or aroma of consumble products including foods, tobacco and perfumes.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: August 9, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, Edward J. Shuster, Joaquin F. Vinals, Manfred Hugo Vock
  • Patent number: 4036886
    Abstract: Described are processes for preparing novel 4- and 5-phenyl-pentenals, lower alkyl and lower alkylene acetals thereof having the structure: ##STR1## wherein one of X and Y is phenyl and the other of X and Y is hydrogen and A is a moiety selected from the group consisting of: ##STR2## WHEREIN R.sub.b and R.sub.b ' separately are the same or different lower alkyl or R.sub.b and R.sub.b ' taken together form a lower alkylene group either (i) comprising the step of intimately admixing the lithium salt of a Schiff base of acetaldehyde and an amine with a phenyl-substituted compound selected from the group consisting of phenyl alkanals and phenyl alkenyl bromides in order to produce a phenyl-substituted Schiff base and treating said phenyl-substituted Schiff base with an acid, or (ii) comprising the steps of first admixing phenyl propionaldehyde with a tri-substituted formyl methylene phosphorane in a non-reactive solvent and then heating the resulting mixture.
    Type: Grant
    Filed: April 12, 1976
    Date of Patent: July 19, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William Lewis Schreiber, Gerard Joseph Mosciano, Alan O. Pittet, Manfred Vock, Edward Joseph Shuster
  • Patent number: 4031256
    Abstract: 3-Furyl alkyl sulfides having the formula: ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.5 lower alkyl and R.sub.2 is selected from the group consisting of hydrogen and methyl, are described as being useful in altering, modifying or enhancing the organoleptic properties of foodstuffs.
    Type: Grant
    Filed: September 15, 1976
    Date of Patent: June 21, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Howard H. Heinsohn, Jr., Bernard J. Mayers
  • Patent number: 4031034
    Abstract: Perfume and fragrance compositions, and perfumed articles comprising trithioacetone having the structure: ##STR1## are described.
    Type: Grant
    Filed: March 1, 1976
    Date of Patent: June 21, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard Arnold Wilson, Ira Katz, Manfred H. Vock, Edward J. Shuster
  • Patent number: 4031257
    Abstract: One or more five or six membered oxathio heterocyclic compounds having one sulfur atom and one oxygen atom, such as an oxathiolane or an oxathiane, is used to alter, modify or enhance the flavor or aroma of a foodstuff, chewing gum or medicinal product. Among said oxathio heterocyclic compounds are the seven novel compounds:2,6-dimethyl-2-phenyl-1,3-oxathiane2-isobutyl-6-methyl-1,3-oxathianeEthyl-2,6-dimethyl-1,3-oxathiane-2-acetate2,6-dimethyl-2-acetyl-1,3-oxathiane2-n-nonyl-6-methyl-1,3-oxathiane2-isobutyl-1,3-oxathiolane7-methyl(6-oxa-10-thiaspiro) 4.
    Type: Grant
    Filed: July 8, 1975
    Date of Patent: June 21, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard A. Wilson, John V. Pascale, Manfred Hugo Vock
  • Patent number: 4031140
    Abstract: 4- and 5-Phenyl pentenal acetals having the structure: ##STR1## wherein one of X and Y is phenyl and the other of X and Y is hydrogen and A is the moiety: ##STR2## WHEREIN R.sub.b and R.sub.b ' are separately the same or different lower alkyl or R.sub.b and R.sub.b' taken together form a lower alkylene group. The compounds are used to impart flavors and fragrances to consumable materials.
    Type: Grant
    Filed: April 12, 1976
    Date of Patent: June 21, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William Lewis Schreiber, Gerard Joseph Mosciano, Alan O. Pittet, Manfred Vock, Edward Joseph Shuster
  • Patent number: 4026824
    Abstract: Processes and compositions are described for the use in perfume aroma imparting, augmenting, modifying, altering or enhancing compositions and as perfume and perfumed article aroma imparting, modifying, altering and enhancing materials of 2,2,6-trimethyl-1-cyclohexene-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") produced by a process which either (A) comprises the steps of:I. Oxidizing beta-ionone having the formula: ##STR1## with a peralkanoic acid having the formula: ##STR2## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexene-1-ylvinylacetate (hereinafter referred to as "beta-ionone enol ester") having the formula: ##STR3## II. Hydrolyzing said beta-ionone enol ester using a basic hydrolysis agent to form beta-cyclo-homocitral having the structure: ##STR4## or (B) oxidizing beta-ionone with hydrogen peroxide in the presence of inorganic base to form beta-cyclohomocitral, directly.
    Type: Grant
    Filed: July 24, 1975
    Date of Patent: May 31, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Alan Owen Pittet, Erigh Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
  • Patent number: 4024190
    Abstract: Novel lower 2-alkyldene-3-alkenals having the generic formula: ##STR1## wherein one of R.sub.1 and R.sub.2 is hydrogen and the other is methyl, and one of R.sub.3 and R.sub.4 is hydrogen and the other is an alkyl group having two or four carbon atoms, but specifically, selected from the group consisting of:Cis-2-ethylidene-trans-3-hexenal;Cis-2-ethylidene-cis-3-hexenal;Trans-2-ethylidene-trans-3-hexenal;Trans-2-ethylidene-6-methyl-cis-3-heptenal; andTrans-2-ethylidene-6-methyl-trans-3-heptenalSuch alkenals being useful in altering, augmenting or enhancing organoleptic properties of foodstuffs, perfume compositions, perfumed articles and tobaccos.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: May 17, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anne Hruza nee Sanderson, William L. Schreiber, Michel VAN Praag, Alan O. Pittet, William J. Evers
  • Patent number: 4021494
    Abstract: Described is a process for producing an organic tricyclic alcohol having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 is selected from the group consisting of hydrogen and methyl; wherein the dashed line is a carbon-carbon single bond or a carbon-carbon double bond; and wherein when the dashed line is a carbon-carbon single bond, one of R.sub.2 or R.sub.3 is hydrogen.
    Type: Grant
    Filed: August 11, 1976
    Date of Patent: May 3, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, Edward J. Shuster, Joaquin F. Vinals, Manfred Hugo Vock
  • Patent number: 4014823
    Abstract: Processes and compositions are described for altering the aroma of consumable products including perfumes, perfume compositions and perfumed articles utilizing as the essential ingredient a novel organic .pi.-tricyclene derivative having one of the formulae: ##STR1## wherein X is a moiety selected from the group consisting of: ##STR2## and wherein R.sub.1 and R.sub.2 are each selected from the group consisting of hydrogen and methyl, at least one of R.sub.1 or R.sub.2 being hydrogen. This Application is a continuation-in-part of application for U.S. Letters Patent Ser. No. 556,862, filed on Mar. 10, 1975, now U.S. Pat. No. 3,944,621 issued on Mar. 16, 1976.
    Type: Grant
    Filed: January 5, 1976
    Date of Patent: March 29, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja Dulal Mookherjee, Venkatesh Kamath, Edward J. Shuster
  • Patent number: 4014351
    Abstract: Processes and compositions are described for the use in tobacco flavor and aroma and as tobacco flavor and aroma imparting, altering, modifying, or enhancing materials of 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") produced by a process which either (A) comprises the steps of:I. Oxidizing beta-ionone having the formula: ##STR1## with a peralkanoic acid having the formula: ##STR2## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexen-1-ylvinylacetate (hereinafter referred to as "beta-ionone enol ester") having the formula: ##STR3## II.
    Type: Grant
    Filed: July 24, 1975
    Date of Patent: March 29, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
  • Patent number: 4010286
    Abstract: Methods for preparing foodstuffs, flavoring compositions for foodstuffs, chewing gum and flavoring compositions for chewing gums by including therein 4-methyl-1-oxaspiro[5.5]undecane.
    Type: Grant
    Filed: November 20, 1975
    Date of Patent: March 1, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Denis E. Hruza, Sr., Edward J. Shuster, Manfred Hugo Vock, Joaquin Francisco Vinals
  • Patent number: 4007287
    Abstract: Novel 3-furyl sulfides having the formula: ##STR1## wherein R.sub.1 is selected from the group consisting of aralkyl, alkenyl and alkylthioalkyl; and R.sub.2 and R.sub.3 are each selected from the group consisting of hydrogen and methyl; at least one of R.sub.2 and R.sub.3 being methyl, such 3-furyl sulfides being useful in modifying or enhancing the organoleptic properties of foodstuffs (e.g., taste and/or aroma).
    Type: Grant
    Filed: March 12, 1976
    Date of Patent: February 8, 1977
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Howard H. Heinsohn, Jr., Manfred Hugo Vock, Christopher Giacino
  • Patent number: 4001438
    Abstract: Flavor compositions for use in orally utilizable compositions which may be either chewing gum compositions, chewable medicinal tablets, chewing tobacco or toothpaste having, an oral intake, a high flavor intensity release substantially evenly and uniformly, over an extended oral utilization time in the mouth cavity; the flavor compositions comprising a non-confined flavor oil, a flavor oil which is physically entrapped in solid particles and a suspending agent such as silica, xanthan gum and ethyl cellulose; the non-confined flavor oil, the entrapped flavor oil and the suspension agent being premixed prior to addition to either of the chewing gum base, the chewing tobacco or the chewable medicinal tablet base, or to the toothpaste base.
    Type: Grant
    Filed: August 12, 1975
    Date of Patent: January 4, 1977
    Assignee: International Flavors & Fragrances Inc
    Inventors: Don Marmo, Frank Louis Rocco
  • Patent number: 4000329
    Abstract: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma, tobacco flavor and aroma and perfume aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of one or more alkyl side chain methyl substituted or unsubstituted 2,2,6-trimethyl-1-cyclohexen-1-vinyl alkanoates (hereinafter referred to as "enol esters") having the generic structure: ##STR1## (which structure is intended to cover both the "cis" and the "trans" isomers thereof) wherein R.sub.1 is C.sub.1 -C.sub.11 alkyl and R.sub.4 is hydrogen or methyl.
    Type: Grant
    Filed: March 1, 1976
    Date of Patent: December 28, 1976
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
  • Patent number: 4000050
    Abstract: Processes and compositions are described for altering the aroma of consumable products including perfumes, perfume compositions and perfumed articles utilizing as the essential ingredient one or more of the polycycloalkyl oxyalkanes and/or oxyalkenes (broadly hereinafter referred to as polycycloalkyl oxyhydrocarbons) having the generic formula: ##STR1## the polycyclic moiety being bicyclic or tricyclic, wherein X is one of the moieties: ##STR2## provided that the polycyclic moiety is tricyclic only when X contains an epoxide moiety; and wherein one of the dashed lines is a carbon-carbon bond and each of the wavy lines is a carbon-carbon single bond, one of the carbon-carbon single bonds represented by the wavy line being epimeric with respect to the other of the carbon-carbon single bonds represented by the wavy line; and processes for preparing individual compounds or mixtures of these compounds including the steps of:I.
    Type: Grant
    Filed: February 19, 1975
    Date of Patent: December 28, 1976
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja Dulal Mookherjee, Venkatesh Kamath, Ramanlal Ranchodji Patel, Edward J. Shuster
  • Patent number: 4000327
    Abstract: Described is the use in berry fruit flavors of a synthetically-produced 6-carbon carboxylic acid ester-containing composition comprising as its major constituent a cis ester of 2-methyl-3-pentenoic acid having the structure: ##STR1## wherein R is one of ethyl, isobutyl or n-hexyl.
    Type: Grant
    Filed: May 9, 1975
    Date of Patent: December 28, 1976
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Ching Y. Tseng, John B. Hall, Manfred Hugo Vock, Joaquin Vinals, Edward J. Shuster