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US4045587A Expired / Lapsed US ⏱️ 0.0 years remaining

Foodstuff flavoring methods and compositions

Assignee: International Flavors and Fragrances Inc
•
Filing: 1970-01-13
•
Granted: 1977-08-30
•
Expires: 1990-01-13
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Abstract

Abstract Processes for obtaining food flavoring materials and for preparing foodstuffs comprising heating at least one conjugated oxygen-containing carbonyl compound such as a hydroxyfuranone, a hydroxylactone, or a hydroxypyrone in the presence of hydrogen sulfide to obtain hearty flavoring compositions, particularly compositions having meat and cheese flavors; together with the compositions so obtained.

Inventors

  • 👤 Ira Katz
  • 👤 Alan O. Pittet
  • 👤 Richard Arnold Wilson
  • 👤 William John Evers

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 05:53
CPC Classifications
A; A23; A23L; A23L27/00; A23L27/20; A23L27/205; A23L27/2052

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 184 words
A process comprising heating in solution at least one cyclic carbonyl compound having the formula ##STR11## wherein the dashed line is a single bond or a carbon-carbon double bond; Y is --O--, --CR 3 R 4 -- or =CR 3 --; X is --O-- or --CR 2 R 5 -- when the dashed line is a single bond and Y is --CR 3 R 4 --; X is --CR 2 R 5 -- when the dashed line is a single bond and Y is --O--; X is =CR 2 --O-- when the dashed line is a double bond, and Y is =CR 3 -- when the dashed line is a double bond; R 1 , R 2 , R 3 , R 4 , and R 5 are the same or different and are lower alkyl or hydrogen; with hydrogen sulfide in the molar ratio of sulfide to carbonyl compound of from about 0.05:1 to about 3:1 under a pressure of from about two to ten atmospheres to produce a hearty flavoring material, said solution being substantially free of esters of hydroxy polybasic acids.
Claim 2
Dependent Claim 184 words
A process comprising heating in solution at least one cyclic carbonyl compound having the formula ##STR11## wherein the dashed line is a single bond or a carbon-carbon double bond; Y is --O--, --CR 3 R 4 -- or =CR 3 --; X is --O-- or --CR 2 R 5 -- when the dashed line is a single bond and Y is --CR 3 R 4 --; X is --CR 2 R 5 -- when the dashed line is a single bond and Y is --O--; X is =CR 2 --O-- when the dashed line is a double bond, and Y is =CR 3 -- when the dashed line is a double bond; R 1 , R 2 , R 3 , R 4 , and R 5 are the same or different and are lower alkyl or hydrogen; with hydrogen sulfide in the molar ratio of sulfide to carbonyl compound of from about 0.05:1 to about 3:1 under a pressure of from about two to ten atmospheres to produce a hearty flavoring material, said solution being substantially free of esters of hydroxy polybasic acids.
Claim 3
Dependent Claim 16 words
A process according to claim 1 wherein the temperature is from 100° C to 200° C.
Claim 4
Dependent Claim 15 words
A process according to claim 1 wherein the temperature is 120° C to 190° C.
Claim 5
Dependent Claim 19 words
A process according to claim 1 wherein the molar ratio of sulfide to furanone is from 0.1:1 to 1.25:1
Claim 6
Dependent Claim 14 words
A process according to claim 1 wherein the pH is from 4 to 9.
Claim 7
Dependent Claim 21 words
A process according to claim 1 wherein the hydrogen sulfide is provided by at least one alkali metal or ammonium sulfide.
Claim 8
Dependent Claim 18 words
A process according to claim 1 wherein the dashed line is a single bond and X is --O--.
Claim 9
Dependent Claim 12 words
A process according to claim 7 wherein R 1 is lower alkyl.
Claim 10
Dependent Claim 11 words
A process according to claim 7 wherein R 1 is methyl.
Claim 11
Dependent Claim 20 words
A process according to claim 1 wherein the dashed line is a double bond and X is =CR 2 --O--.
Claim 12
Dependent Claim 28 words
A process according to claim 10 wherein R 1 is a lower alkyl having up to three carbon atoms, R 2 is methyl, and R 3 is hydrogen.
Claim 13
Dependent Claim 24 words
A process according to claim 10 wherein R 1 is methyl or ethyl, R 2 is hydrogen or methyl, and R 3 is hydrogen.
Claim 14
Dependent Claim 47 words
A process according to claim 1 wherein the dashed line is a single bond, X is --C(R 2 R 5 )--, and R 1 , R 2 , R 3 , R 4 and R 5 are hydrogen or lower alkyl having up to three carbon atoms.
Claim 15
Dependent Claim 37 words
A process according to claim 1 wherein the dashed line is a single bond, X is --CR 2 R 5 --, Y is --O--, R 1 is methyl, R 2 is ethyl and R 5 is hydrogen.
Claim 16
Dependent Claim 25 words
A process according to claim 13 wherein R 1 is methyl and R 2 , R 3 , R 4 and R 5 are hydrogen.
Claim 17
Dependent Claim 28 words
A process according to claim 1 wherein the hydrogen sulfide is provided by furfuryl mercaptan, 2-mercapto-ethanol, methyl thioglycolate, 3-mercapto-1,2-propanediol, D,L-homocysteinethiolactone, 1,3-propane-dithiol, acetylmethyl disulfide, 4-methyl-5-hydroxyethyl-thiazole, 2-thiolacetic acid, or glutathione.
Claim 18
Dependent Claim 14 words
A process according to claim 1 wherein an aqueous reaction medium is additionally present.
Claim 19
Dependent Claim 11 words
A flavoring material produced according to the process of claim 1.
Claim 20
Dependent Claim 20 words
A process for flavoring foodstuffs which comprises combining with a foodstuff the product obtained by the process of claim 1.
Claim 21
Dependent Claim 20 words
A process according to claim 19 wherein the reaction medium is added to the foodstuff in association with a carrier.
Claim 22
Dependent Claim 11 words
A flavored foodstuff obtained according to the process of claim 19.
Claim 23
Dependent Claim 15 words
The process of claim 9 wherein R 3 is methyl and R 4 is hydrogen.
Claim 24
Dependent Claim 14 words
The process of claim 9 wherein R 3 and R 4 are each hydrogen.
Claim 25
Dependent Claim 57 words
A process according to claim 1 wherein the dashed line is a single bond; Y is --O-- or --CR 3 R 4 --; and X is --CR 2 R 5 --; R 1 , R 2 , R 3 , R 4 , and R 5 are the same or different and are lower alkyl or hydrogen.

References Cited (Backward Citations)

US2594379A Cited
US3455702A Cited
US3697295A Cited
US3904655A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-29 1981-02-28 1981-08-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-29 1985-02-28 1985-08-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-29 1989-02-28 1989-08-30 $7700.00 Window Closed / Lapsed

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