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US4031257A Expired / Lapsed US ⏱️ 0.0 years remaining

Use in foodstuff flavoring compositions of five or six membered heterocylic oxathio compounds

Assignee: International Flavors and Fragrances Inc
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Filing: 1975-07-08
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Granted: 1977-06-21
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Expires: 1995-07-08
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Abstract

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-oxathiane 2-isobutyl-6-methyl-1,3-oxathiane Ethyl-2,6-dimethyl-1,3-oxathiane-2-acetate 2,6-dimethyl-2-acetyl-1,3-oxathiane 2-n-nonyl-6-methyl-1,3-oxathiane 2-isobutyl-1,3-oxathiolane 7-methyl(6-oxa-10-thiaspiro) 4.5-decane

Inventors

  • 👤 Richard A. Wilson
  • 👤 John V. Pascale
  • 👤 Manfred Hugo Vock

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 11:28
CPC Classifications
A; A23; A23G; A23G3/00; A23G3/34; A23G3/36; A23L; A23L27/00; A23L27/20; A23L27/205; A23L27/2052; C; C07; C07D; C07D327/00; C07D327/02; C07D327/04; C07D327/06

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 46 words
A process for augmenting or enhancing the fruit or vegetable taste or aroma of a foodstuff comprising the step of adding to said foodstuff from 0.03 up to 50 ppm of an oxathio heterocyclic compound selected from the group consisting of: 2,6-dimethyl-1,3-oxathiane having the structure: ##STR148##
Claim 2
Dependent Claim 46 words
A process for augmenting or enhancing the fruit or vegetable taste or aroma of a foodstuff comprising the step of adding to said foodstuff from 0.03 up to 50 ppm of an oxathio heterocyclic compound selected from the group consisting of: 2,6-dimethyl-1,3-oxathiane having the structure: ##STR148##
Claim 3
Dependent Claim 10 words
2,6-trimethyl-1,3-oxathiane having the structure: ##STR149## 2-isobutyl-6-methyl-1,3-oxathiane having the structure: ##STR150##
Claim 4
Dependent Claim 10 words
2,6-trimethyl-1,3-oxathiane having the structure: ##STR149## 2-isobutyl-6-methyl-1,3-oxathiane having the structure: ##STR150##
Claim 5
Dependent Claim 10 words
2-dimethyl-1,3-oxathiolane having the structure: ##STR151## 2-isobutyl-1,3-oxathiolane having the structure: ##STR152##
Claim 6
Dependent Claim 10 words
2-dimethyl-1,3-oxathiolane having the structure: ##STR151## 2-isobutyl-1,3-oxathiolane having the structure: ##STR152##
Claim 7
Dependent Claim 11 words
6-dimethyl-2-phenyl-1,3-oxathiane having the structure: ##STR153## and 7-methyl(6-oxa-10-thiaspiro)4.5-decane having the structure: ##STR154##
Claim 8
Dependent Claim 11 words
6-dimethyl-2-phenyl-1,3-oxathiane having the structure: ##STR153## and 7-methyl(6-oxa-10-thiaspiro)4.5-decane having the structure: ##STR154##
Claim 9
Dependent Claim 12 words
The process of claim 1 wherein the oxathio heterocyclic compound is 2,6-dimethyl-1,3-oxathiane.
Claim 10
Dependent Claim 12 words
The process of claim 1 wherein the oxathio heterocyclic compound is 2,2,6-trimethyl-1,3-oxathiane.
Claim 11
Dependent Claim 12 words
The process of claim 2 wherein the oxathio heterocyclic compound is 2-isobutyl-6-methyl-1,3-oxathiane.
Claim 12
Dependent Claim 48 words
A composition useful in augmenting or enhancing the fruit or vegetable aroma or taste of a foodstuff comprising (i) from 2 × 10 - 7 up to 90% by weight of at least one oxathio heterocyclic compound selected from the group consisting of: 2,6-dimethyl-1,3-oxathiane having the structure: ##STR155##
Claim 13
Dependent Claim 48 words
A composition useful in augmenting or enhancing the fruit or vegetable aroma or taste of a foodstuff comprising (i) from 2 × 10 - 7 up to 90% by weight of at least one oxathio heterocyclic compound selected from the group consisting of: 2,6-dimethyl-1,3-oxathiane having the structure: ##STR155##
Claim 14
Dependent Claim 10 words
2,6-trimethyl-1,3-oxathiane having the structure: ##STR156## 2-isobutyl-6-methyl-1,3-oxathiane having the structure: ##STR157##
Claim 15
Dependent Claim 10 words
2,6-trimethyl-1,3-oxathiane having the structure: ##STR156## 2-isobutyl-6-methyl-1,3-oxathiane having the structure: ##STR157##
Claim 16
Dependent Claim 10 words
2-dimethyl-1,3-oxathiolane having the structure: ##STR158## 2-isobutyl-1,3-oxathiolane having the structure: ##STR159##
Claim 17
Dependent Claim 10 words
2-dimethyl-1,3-oxathiolane having the structure: ##STR158## 2-isobutyl-1,3-oxathiolane having the structure: ##STR159##
Claim 18
Dependent Claim 126 words
6-dimethyl-2phenyl-1,3-oxathiane having the structure: ##STR160## and 7-methyl(6-oxa-10-thiaspiro)4.5-decane having the structure: ##STR161## and (ii) an adjuvant compatible with said oxathio heterocyclic compound, said adjuvant being selected from the group consisting of: methyl thiazole alcohol, 2-methyl butanethiol, 4-mercapto-2-butanone, 3-mercapto-4-pentanone, 1-mercapto-2-propanone, benzaldehyde, furfural, furfuryl alcohol, 2-mercapto propionic acid, 2-methyl-2-pentenoic acid, methyl pyrazine, 2-ethyl-3methyl pyrazine, tetramethyl pyrazine, dipropyl disulfide, methyl benzyl disulfide, 2-butyl thiophene, 2,3-dimethyl thiophene, 5-methyl furfural, 2-acetyl furan, 2,4-decadienal, guiacol, phenyl acetaldehyde, δ-decalactone, d-limonene, acetoin, amyl acetate, maltol, ethyl butyrate, levulinic acid, piperonal, ethyl acetate, n-octanal, n-pentanal, hexanal, diacetyl, 2-isobutyl thiazole, propyl propenyl disulfide, propyl propenyl trisulfide, para-hydroxy benzyl, acetone, vanillin, ethyl methyl phenyl glycidate, ethyl benzoate, methyl cinnamate, methyl anthranilate, gamma undecalactone, diacetyl, cis-3-hexenol, anethole, alpha ionone, isobutyl acetate, ethyl butyrate, dimethyl sulfide, acetic acid, and acetaldehyde.
Claim 19
Dependent Claim 126 words
6-dimethyl-2phenyl-1,3-oxathiane having the structure: ##STR160## and 7-methyl(6-oxa-10-thiaspiro)4.5-decane having the structure: ##STR161## and (ii) an adjuvant compatible with said oxathio heterocyclic compound, said adjuvant being selected from the group consisting of: methyl thiazole alcohol, 2-methyl butanethiol, 4-mercapto-2-butanone, 3-mercapto-4-pentanone, 1-mercapto-2-propanone, benzaldehyde, furfural, furfuryl alcohol, 2-mercapto propionic acid, 2-methyl-2-pentenoic acid, methyl pyrazine, 2-ethyl-3methyl pyrazine, tetramethyl pyrazine, dipropyl disulfide, methyl benzyl disulfide, 2-butyl thiophene, 2,3-dimethyl thiophene, 5-methyl furfural, 2-acetyl furan, 2,4-decadienal, guiacol, phenyl acetaldehyde, δ-decalactone, d-limonene, acetoin, amyl acetate, maltol, ethyl butyrate, levulinic acid, piperonal, ethyl acetate, n-octanal, n-pentanal, hexanal, diacetyl, 2-isobutyl thiazole, propyl propenyl disulfide, propyl propenyl trisulfide, para-hydroxy benzyl, acetone, vanillin, ethyl methyl phenyl glycidate, ethyl benzoate, methyl cinnamate, methyl anthranilate, gamma undecalactone, diacetyl, cis-3-hexenol, anethole, alpha ionone, isobutyl acetate, ethyl butyrate, dimethyl sulfide, acetic acid, and acetaldehyde.
Claim 20
Dependent Claim 12 words
The composition of claim 5 wherein the oxathio heterocyclic compound is 2,6-dimethyl-1,3-oxathiane.
Claim 21
Dependent Claim 12 words
The composition of claim 5 wherein the oxathio heterocyclic compound is 2,2,6-trimethyl-1,3oxathiane.
Claim 22
Dependent Claim 12 words
The composition of claim 5 wherein the oxathio heterocyclic compound is 2-isobutyl-6-methyl-1,3-oxathiane.

References Cited (Backward Citations)

US3025214A Cited
FR1502914A Cited
US3652593A Cited
US3803172A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-20 1980-12-20 1981-06-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-20 1984-12-20 1985-06-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-20 1988-12-20 1989-06-21 $7700.00 Window Closed / Lapsed

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