DE2753971C3 - 5-Methyl-α-[(methylthio)-methyl]-2-furanacrolein, Verfahren zu dessen Herstellung und Verwendung als Würzstoff oder als Zusatz zu Würzmischungen für Lebensmittel - Google Patents
5-Methyl-α-[(methylthio)-methyl]-2-furanacrolein, Verfahren zu dessen Herstellung und Verwendung als Würzstoff oder als Zusatz zu Würzmischungen für LebensmittelInfo
- Publication number
- DE2753971C3 DE2753971C3 DE2753971A DE2753971A DE2753971C3 DE 2753971 C3 DE2753971 C3 DE 2753971C3 DE 2753971 A DE2753971 A DE 2753971A DE 2753971 A DE2753971 A DE 2753971A DE 2753971 C3 DE2753971 C3 DE 2753971C3
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- seasoning
- methylthio
- furanacrolein
- foods
- 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
Links
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
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- 150000001875 compounds Chemical class 0.000 claims description 13
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- 239000004223 monosodium glutamate Substances 0.000 description 1
- 239000008164 mustard oil Substances 0.000 description 1
- 239000001627 myristica fragrans houtt. fruit oil Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 235000020939 nutritional additive Nutrition 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 150000002972 pentoses Chemical class 0.000 description 1
- 229940100595 phenylacetaldehyde Drugs 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
- 235000010388 propyl gallate Nutrition 0.000 description 1
- 229940075579 propyl gallate Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- 235000019192 riboflavin Nutrition 0.000 description 1
- 239000002151 riboflavin Substances 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 235000012045 salad Nutrition 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 235000020374 simple syrup Nutrition 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- GJPYYNMJTJNYTO-UHFFFAOYSA-J sodium aluminium sulfate Chemical compound [Na+].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GJPYYNMJTJNYTO-UHFFFAOYSA-J 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 1
- 229960002218 sodium chlorite Drugs 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- MBDOYVRWFFCFHM-UHFFFAOYSA-N trans-2-hexenal Natural products CCCC=CC=O MBDOYVRWFFCFHM-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 235000014101 wine Nutrition 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 235000016804 zinc Nutrition 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/204—Aromatic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2052—Heterocyclic compounds having oxygen or sulfur as the only hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Seasonings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/753,462 US4064279A (en) | 1976-12-22 | 1976-12-22 | Alpha-substituted alkylidene methionals and uses thereof in foodstuffs and flavors for foodstuffs |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2753971A1 DE2753971A1 (de) | 1978-06-29 |
| DE2753971B2 DE2753971B2 (de) | 1980-11-06 |
| DE2753971C3 true DE2753971C3 (de) | 1981-08-20 |
Family
ID=25030735
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2753971A Expired DE2753971C3 (de) | 1976-12-22 | 1977-12-03 | 5-Methyl-α-[(methylthio)-methyl]-2-furanacrolein, Verfahren zu dessen Herstellung und Verwendung als Würzstoff oder als Zusatz zu Würzmischungen für Lebensmittel |
| DE2759597A Expired DE2759597C2 (de) | 1976-12-22 | 1977-12-03 | 2-[(Methylthio)-methyl]-3-phenyl-2-propenal, Verfahren zu dessen Herstellung und dessen Verwendung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2759597A Expired DE2759597C2 (de) | 1976-12-22 | 1977-12-03 | 2-[(Methylthio)-methyl]-3-phenyl-2-propenal, Verfahren zu dessen Herstellung und dessen Verwendung |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US4064279A (show.php) |
| JP (1) | JPS585907B2 (show.php) |
| CH (1) | CH631876A5 (show.php) |
| DE (2) | DE2753971C3 (show.php) |
| FR (1) | FR2375203A1 (show.php) |
| GB (1) | GB1592287A (show.php) |
| IT (1) | IT1089637B (show.php) |
| NL (1) | NL175914C (show.php) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4156029A (en) * | 1977-08-24 | 1979-05-22 | International Flavors & Fragrances Inc. | Alpha-substituted alkylidene methionals and uses thereof in foodstuffs and flavors for foodstuffs |
| DE69624804T2 (de) * | 1996-07-09 | 2003-03-20 | Societe Des Produits Nestle S.A., Vevey | Herstellung eines Gewürzes mit Fleischgeschmack |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3917869A (en) * | 1973-08-07 | 1975-11-04 | Int Flavors & Fragrances Inc | 3-Furyl thioesters to impart meaty aroma and taste |
| US3989856A (en) * | 1975-05-29 | 1976-11-02 | International Flavors & Fragrances Inc. | 3-Furyl beta-oxoalkyl sulfides and methods for using same for altering, modifying or enhancing the organoleptic properties of foodstuffs |
| DE2600707C2 (de) * | 1975-01-21 | 1982-08-05 | International Flavors & Fragrances Inc., New York, N.Y. | 3-Furyl-β-chalcogenalkylsulfide, Verfahren zu deren Herstellung und deren Verwendung |
-
1976
- 1976-12-22 US US05/753,462 patent/US4064279A/en not_active Expired - Lifetime
-
1977
- 1977-08-24 US US05/827,147 patent/US4154766A/en not_active Expired - Lifetime
- 1977-08-24 US US05/827,211 patent/US4108876A/en not_active Expired - Lifetime
- 1977-12-02 CH CH1475777A patent/CH631876A5/de not_active IP Right Cessation
- 1977-12-03 DE DE2753971A patent/DE2753971C3/de not_active Expired
- 1977-12-03 DE DE2759597A patent/DE2759597C2/de not_active Expired
- 1977-12-07 GB GB51026/77A patent/GB1592287A/en not_active Expired
- 1977-12-12 JP JP52149809A patent/JPS585907B2/ja not_active Expired
- 1977-12-14 IT IT30685/77A patent/IT1089637B/it active
- 1977-12-19 NL NLAANVRAGE7714039,A patent/NL175914C/xx not_active IP Right Cessation
- 1977-12-22 FR FR7738891A patent/FR2375203A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2375203A1 (fr) | 1978-07-21 |
| US4108876A (en) | 1978-08-22 |
| NL175914B (nl) | 1984-08-16 |
| IT1089637B (it) | 1985-06-18 |
| DE2753971B2 (de) | 1980-11-06 |
| FR2375203B1 (show.php) | 1980-12-05 |
| NL7714039A (nl) | 1978-06-26 |
| US4154766A (en) | 1979-05-15 |
| DE2759597C2 (de) | 1982-11-04 |
| NL175914C (nl) | 1985-01-16 |
| JPS585907B2 (ja) | 1983-02-02 |
| US4064279A (en) | 1977-12-20 |
| GB1592287A (en) | 1981-07-01 |
| JPS5390231A (en) | 1978-08-08 |
| CH631876A5 (de) | 1982-09-15 |
| DE2753971A1 (de) | 1978-06-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAP | Request for examination filed | ||
| OD | Request for examination | ||
| OI | Miscellaneous see part 1 | ||
| OI | Miscellaneous see part 1 | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| AH | Division in |
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