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ES326503A1 - PROCEDURE TO MODIFY THE SUPPORTING PROPERTIES OF FOOD AND BEVERAGES. - Google Patents

PROCEDURE TO MODIFY THE SUPPORTING PROPERTIES OF FOOD AND BEVERAGES.

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Publication number
ES326503A1
ES326503A1 ES0326503A ES326503A ES326503A1 ES 326503 A1 ES326503 A1 ES 326503A1 ES 0326503 A ES0326503 A ES 0326503A ES 326503 A ES326503 A ES 326503A ES 326503 A1 ES326503 A1 ES 326503A1
Authority
ES
Spain
Prior art keywords
alkyl
see formula
hydrogen
formula
group
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.)
Expired
Application number
ES0326503A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Firmenich SA
Original Assignee
Firmenich SA
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Filing date
Publication date
Application filed by Firmenich SA filed Critical Firmenich SA
Publication of ES326503A1 publication Critical patent/ES326503A1/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333Radicals substituted by oxygen or sulfur atoms
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23FCOFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F5/00Coffee; Coffee substitutes; Preparations thereof
    • A23F5/46Coffee flavour; Coffee oil; Flavouring of coffee or coffee extract
    • A23F5/465Flavouring with flavours other than natural coffee flavour or coffee oil
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/52Adding ingredients
    • A23L2/56Flavouring or bittering agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20Synthetic spices, flavouring agents or condiments
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20Synthetic spices, flavouring agents or condiments
    • A23L27/204Aromatic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20Synthetic spices, flavouring agents or condiments
    • A23L27/205Heterocyclic compounds
    • A23L27/2054Heterocyclic compounds having nitrogen as the only hetero atom
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20Synthetic spices, flavouring agents or condiments
    • A23L27/205Heterocyclic compounds
    • A23L27/2056Heterocyclic compounds having at least two different hetero atoms, at least one being a nitrogen atom
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
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    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D333/40Thiophene-2-carboxylic acid

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Abstract

Process for modifying the flavoring properties of foodstuffs and beverages, for example, instant coffee products, by incorporating flavor-modifying flavor flavoring amounts thereof, characterized in that it consists of using as flavor modifier a compound, at least, chosen in one of the following groups or a mixture of compounds chosen in some of the following groups: I. Diphenyl compounds of the general formula: ** (See formula) ** wherein R is hydrogen or an alkyl group, for example methyl; II. Substituted naphthalenes of the general formula: ** (See formula) ** wherein R is hydrogen or an alkyl group, for example methyl or ethyl, and at least one of the symbols R is an alkyl group; III. Furanic hydrocarbons of the general formulas: ** (See formula) ** wherein R is hydrogen or an alkyl group containing 1 to 3 carbon atoms; ** (See formula) ** wherein R is hydrogen or an alkyl or alkenyl group of 1 to 3 carbon atoms, provided that the sum of the carbon atoms of the substituent groups does not exceed 3; Y ** (See formula) ** wherein R1 is hydrogen or a methyl group, and R2 is ** (See formula) ** O ** (See formula) ** R3 is hydrogen or a methyl group, such that R1 and R3 are not both hydrogen; IV. Thiophenic hydrocarbons of the general formulas: ** (See formula) ** wherein R1 and R2 are hydrogen, methyl, ethyl, vinyl or propyl; ** (See formula) ** wherein R1 and R2 are hydrogen or methyl groups, while X is oxygen or sulfur; ** (See formula) ** wherein R1 and R2 are hydrogen or methyl groups; Y ** (See formula) ** wherein R1 and R2 represent hydrogen or alkyl groups; V. Pyrrole hydrocarbons of the general formulas: ** (See formula) ** wherein R is alkyl, for example ethyl, amyl, isoamyl or alpha-methyl-butyl, and ** (See formula) ** wherein X is oxygen or sulfur and R is hydrogen or a methyl group, with the proviso that, if X represents oxygen, R is methyl; SAW. Pyridine hydrocarbons of the general formula: ** (See formula) ** wherein R1, R2 and R3 are hydrogen, alkyl, for example methyl, ethyl, isobutyl; alkenyl groups, for example vinyl or propylene; aryl groups; or aralkyl groups; provided that the symbols R1, R2 and R3 are not all hydrogen; VII. Pyrazine hydrocarbons of the general formulas; ** (See formula) ** wherein R1 is hydrogen, alkyl, 1-pyrrolyl or 2-thionyl; and R2 is alkyl or alkenyl; ** (See formula) ** wherein R1, R2 and R3 are alkyl groups with 1 to 5 carbon atoms; ** (See formula) ** wherein R1, R2 and R3 are hydrogen or methyl groups; ** (See formula) ** wherein R1 and R2 are alkyl groups containing from 1 to 3 carbon atoms; ** (See formula) ** wherein R1, R2, R3 and R4 are alkyl groups containing from 1 to 6 carbon atoms; Y ** (See formula) ** wherein R1 is methyl or ethyl and R2 is alkyl or alkenyl with C1 to C6; VIII. Aliphatic and aromatic alcohols of the general formula; ** (See formula) ** in which (1) R1 is hydrogen or an alkyl group, for example, methyl, ethyl, propyl; and R2 is an alkyl group with at least 4 carbon atoms, for example, with 4 to 9 carbon atoms; or (2) R1 is hydrogen or an alkyl group, for example, comprising from 1 to 6 carbon atoms; and R2 is an aryl group, for example, phenyl; an aralkyl group, for example benzyl, phenylethyl; phenylpropyl; or an aralkenyl group, for example styryl, cinnamyl; IX. Furanic ethers of the general formula: ** (See formula) ** wherein R1 and R2 are hydrogen; alkyl groups, for example methyl, ethyl; aryl, for example, phenyl, alkylphenyl; furfuryl, or alkylfurfuryl; X. Ether thiopheneic de la fºrmula general: ** (See formula) ** wherein R is an alkyl, phenyl, alkylphenyl, furfuryl, alkylfurfuryl or tenyl group; XI. Thiazole alcohols of the general formula: ** (See formula) ** wherein R is an alkyl group, for example with 1 to 4 carbon atoms, or an alkenyl group, for example, of vinyl; XII. Pyridine ethers and alcohols of the general formula ** (See formula) ** wherein R1 is hydrogen or an alkoxy group, R2 is hydrogen or an alkyl group, and n is 0, 1 or 2; XIII. Pyrazole ethers and alcohols of the general formula: ** (See formula) ** wherein R represents hydrogen or an alkyl group and n is 0, 1 or 2; XIV. Benzofuran-carbonyl compounds of the general formula: ** (See formula) ** wherein R1 and R2 may be hydrogen or alkyl; XV Thiophene aldehydes of the general formulas: ** (See formula) ** wherein R is hydrogen, or an alkyl or tenyl group; Y ** (See formula) ** wherein R1 and R2 represent hydrogen or alkyl; XVI. Pyrrole aldehydes of the general formula: ** (See formula) ** wherein R is an alkyl, othenyl furfuryl group; XVII. Pyrazine-carbonyl compounds of the general formula: ** (See formula) ** wherein R is hydrogen or an alkyl group and n is 0 or 1; XVIII. Aliphatic and aromatic ketones of the general formula: R1-CO-R2 wherein R1 is an alkyl group having 1 to 3 carbon atoms and R2 is an alkyl group having 3 to 11 carbon atoms, or a phenyl or benzyl group; XIX Furanic ketones of the general formula: ** (See formula) ** wherein n is O, 1 or 2, while R 1 is hydrogen or methyl and R 2 is alkyl; XX. Thiophenic ketones of the general formulas: ** (See formula) ** wherein n is 0 or 1, is hydrogen or alkyl and R 2 is alkyl; Y ** (See formula) ** where n 0 or 1; XXI. Pyrrolic ketones of the general formulas: ** (See formula) ** wherein X is oxygen or sulfur, R1 is an alkyl group, and R2 is hydrogen or an alkyl group; ** (See formula) ** wherein R is an alkyl group; ** (See formula) ** wherein R1 is hydrogen or an alkyl group and R2 is an alkyl group; Y ** (See formula) ** wherein R1, R2 and R4 represents hydrogen or alkyl groups and R3 is an alkyl group; XXII. Thiazole-carbonyl compounds of the general formula: ** (See formula) ** wherein R1 and R2 are hydrogen or alkyl groups; XXIII. Pyridine-carbonyl compounds of the general formula: ** (See formula) ** wherein R1 represents hydrogen, an alkyl group or a phenyl group, R2 represents hydrogen, an alkyl group or an acyl group and n is 0, 1 or 2; XXIV. Alpha-diketones of the general formula: ** (See formula) ** wherein R is an alkyl group or a phenyl group; XXV. Alfa-dicetonas thiopheneicas de la fºrmula general: ** (See formula) ** wherein R1 is hydrogen or a methyl group and R2 is an alkyl group; XXVI. Pyrrolic alpha-diketones of the general formula: ** (See formula) ** wherein R1 is hydrogen or alkyl and R2 is alkyl; XXVII. Furanic esters of the general formulas: ** (See formula) ** wherein R is an alkyl group comprising at least 2 carbon atoms, and ** (See formula) ** wherein R is an alkyl or alkenyl group; XXVIII. Thiophene esters of the general formulas: ** (See formula) ** wherein R is alkyl or furfuryl; Y ** (See formula) ** wherein R is hydrogen or alkyl; XXIX. Pyridine esters of the general formula: ** (See formula) ** wherein R represents lower alkyl and n is 0 or 1; XXX. Aromatic sulfur compounds of the general formulas: ** (See formula) ** wherein R 1 represents hydrogen, hydroxyl, alkoxy or alkyl and R 2 represents hydrogen or alkyl; ** (See formula) ** wherein R1 represents hydrogen, hydroxyl, alkyl or alkoxy; R2 can be hydrogen or alkyl; R3 represents alkyl or benzyl and n is 0.1 or 2; Y ** (See formula) ** wherein R represents alkyl or phenyl; XXXI. Furanic sulfur compounds of the general formulas: ** (See formula) ** wherein R can be hydrogen, alkyl or alkenyl and n represents 1 or 2, ** (See formula) ** wherein R1 represents hydrogen or alkyl; R 2 represents hydrogen, alkyl, furfuryl or alkyl-substituted phenyl; and n represents 0, 1 or 2, with the proviso that, if R3 is hydrogen and n is 1, R2 is not methyl or furfuryl, ** (See formula) ** wherein R is alkyl or furfuryl, ** (See formula) ** wherein R 1 represents hydrogen or alkyl and R 2 represents alkyl or furfuryl; Y ** (See formula) ** wherein R represents an alkyl or acyl group; XXXII. Thiophenic sulfur compounds of the general formulas: ** (See formula) ** wherein R represents hydrogen, alkyl, acetyl or tenyl, and n is 1 or 2; Y ** (See formula) ** wherein R represents alkyl or furfuryl; XXXIII. Pyridine sulfur compounds of the general formula: ** (See formula) ** wherein R represents hydrogen, alkyl, acyl or pyridyl, and n is 0 or 1; XXXIV. Pyrrole sulfur compounds of the general formula: ** (See formula) ** wherein R represents alkyl, furfuryl or acyl; XXXV. Pyrazine sulfur compounds of the general formulas: ** (See formula) ** wherein n is 0, 1 or 2, R 1 represents hydrogen, alkyl, acyl or furfuryl and R 2 represents hydrogen or methyl, with the proviso that R 1 and R 2 can not both be methyl, if n is 0; Y ** (See formula) ** wherein R represents hydrogen, alkyl, furfuryl or acyl; XXXVI. Phenolic phenols and ethers of the general formulas: ** (See formula) ** wherein R1 represents alkyl or acetyl and R2 represents hydrogen or methyl, with the proviso that together they comprise at least 2 carbon atoms; ** (See formula) ** Y ** (See formula) ** wherein R represents alkyl; XXXVII. Aliphatic oxoalcohols of the general formula: R-CO-CH2OH wherein R represents alkyl; Y XXXVIII. Compounds of the general formulas: ** (See formula) ** wherein R represents hydrogen, methyl or ethyl; ** (See formula) ** wherein each of the symbols X and Y represents oxygen or sulfur; R1-CH2COCH2S-R2 wherein R 1 represents hydrogen or alkyl and R 2 represents alkyl or furfuryl; Y ** (See formula) ** wherein R1 is alkyl and R2 represents alkyl or furfuryl. (Machine-translation by Google Translate, not legally binding)
ES0326503A 1965-04-30 1966-04-29 PROCEDURE TO MODIFY THE SUPPORTING PROPERTIES OF FOOD AND BEVERAGES. Expired ES326503A1 (en)

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US3767429A (en) * 1971-12-06 1973-10-23 Procter & Gamble Lard flavor concentrate
NL8403748A (en) * 1984-12-10 1986-07-01 Zaan Cacaofab Bv COCOA POWDER.
CA2082281C (en) * 1991-11-08 1999-02-23 John M. Behan Perfume composition
ID30544A (en) 1999-04-20 2001-12-20 Ajinomoto Kk IMAGE PRECURSOR COMPOSITION AND METHOD TO REMOVE CITARASA COMPONENTS
JP2008079545A (en) * 2006-09-28 2008-04-10 Sanei Gen Ffi Inc Additive for milk-containing food and drink comprising café-off run or its analog
JP5153195B2 (en) * 2007-04-13 2013-02-27 長谷川香料株式会社 Freshly brewed coffee sensitizer
CN101868154B (en) * 2007-11-13 2014-09-10 雀巢产品技术援助有限公司 Use of thioester flavors to improve the flavor quality of ready-to-drink coffee upon retorting and storage
JP2023111064A (en) * 2022-01-31 2023-08-10 アサヒ飲料株式会社 Coffee beverage and method for improving sweetness quality thereof
JP2023111065A (en) * 2022-01-31 2023-08-10 アサヒ飲料株式会社 Coffee beverage and method for improving its filling and drinkability

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DE1793842C3 (en) 1981-03-19
DE1793848B1 (en) 1980-04-30
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NO134889B (en) 1976-09-27
DE1793846C2 (en) 1981-01-15
SE373735B (en) 1975-02-17
SE335463B (en) 1971-05-24
DE1695505C3 (en) 1979-11-29
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DE1793843B1 (en) 1980-04-30
DE1695505B2 (en) 1979-04-05
DE1793844B1 (en) 1979-10-31
DE1793851C2 (en) 1982-07-01
NL150316B (en) 1976-08-16
SE373732B (en) 1975-02-17
JPS4821509B1 (en) 1973-06-29
NO134889C (en) 1977-01-05
DE1793850C2 (en) 1980-12-11
DK139012C (en) 1979-05-14
SE377270B (en) 1975-06-30
SE373733B (en) 1975-02-17
SE373736B (en) 1975-02-17
DE1695505A1 (en) 1970-12-23
NL6605854A (en) 1966-10-31
DE1793852C2 (en) 1980-10-09
JPS499746B1 (en) 1974-03-06
JPS5231420B1 (en) 1977-08-15
JPS499747B1 (en) 1974-03-06
DE1793845B1 (en) 1979-10-31
GB1156472A (en) 1969-06-25
DE1793842B1 (en) 1980-06-26
DE1793845C2 (en) 1980-08-07
DE1793847B1 (en) 1980-06-26
DE1793852B1 (en) 1980-01-24
SE377269B (en) 1975-06-30
CH529516A (en) 1972-10-31
JPS5412552B1 (en) 1979-05-23
SE373734B (en) 1975-02-17
JPS5333667B1 (en) 1978-09-16
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DE1793843C2 (en) 1981-01-15
BR6679143D0 (en) 1973-09-11
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