BE743558A - - Google Patents

Info

Publication number: BE743558A
Authority: BE; Belgium
Prior art keywords: sep; thiazoline; acyl; methyl; radical
Prior art date: 1968-12-23

Application number

BE743558A

Other languages

English (en)

French (fr)

Inventor

Christiaan Herman The Tonsbeek

Harald Copier

Original Assignee

Unilever Nv

Priority date (The priority date 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 date listed.)

1968-12-23

Filing date

1969-12-22

Publication date

1970-06-22

1969-12-22 Application filed by Unilever Nv filed Critical Unilever Nv

1970-06-22 Publication of BE743558A publication Critical patent/BE743558A/fr

Links

239000000796 flavoring agent Substances 0.000 claims description 49
239000000843 powder Substances 0.000 claims description 40
-1 alkyl radical Chemical group 0.000 claims description 34
235000013355 food flavoring agent Nutrition 0.000 claims description 32
239000000203 mixture Substances 0.000 claims description 29
235000013305 food Nutrition 0.000 claims description 27
239000000470 constituent Substances 0.000 claims description 18
238000000034 method Methods 0.000 claims description 18
235000019634 flavors Nutrition 0.000 claims description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
239000000243 solution Substances 0.000 claims description 13
FZOZFDAMVVEZSJ-UHFFFAOYSA-N 2-Acetyl-4,5-dihydrothiazole Chemical compound CC(=O)C1=NCCS1 FZOZFDAMVVEZSJ-UHFFFAOYSA-N 0.000 claims description 10
239000007864 aqueous solution Substances 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
239000003085 diluting agent Substances 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 4
235000021487 ready-to-eat food Nutrition 0.000 claims description 3
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 2
BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims 1
239000007921 spray Substances 0.000 claims 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
235000015067 sauces Nutrition 0.000 description 14
235000013372 meat Nutrition 0.000 description 11
235000013312 flour Nutrition 0.000 description 10
150000003254 radicals Chemical class 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
150000001875 compounds Chemical class 0.000 description 8
150000003839 salts Chemical class 0.000 description 8
235000012970 cakes Nutrition 0.000 description 7
239000000284 extract Substances 0.000 description 7
241000234282 Allium Species 0.000 description 6
235000002732 Allium cepa var. cepa Nutrition 0.000 description 6
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
238000010521 absorption reaction Methods 0.000 description 6
150000001793 charged compounds Chemical class 0.000 description 6
235000019197 fats Nutrition 0.000 description 6
238000002156 mixing Methods 0.000 description 6
238000003756 stirring Methods 0.000 description 6
229910052799 carbon Inorganic materials 0.000 description 5
238000001819 mass spectrum Methods 0.000 description 5
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 5
239000002904 solvent Substances 0.000 description 5
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 5
244000223014 Syzygium aromaticum Species 0.000 description 4
235000016639 Syzygium aromaticum Nutrition 0.000 description 4
241000209140 Triticum Species 0.000 description 4
235000021307 Triticum Nutrition 0.000 description 4
235000015278 beef Nutrition 0.000 description 4
150000001721 carbon Chemical group 0.000 description 4
235000013310 margarine Nutrition 0.000 description 4
239000003264 margarine Substances 0.000 description 4
235000011476 stock cubes Nutrition 0.000 description 4
235000000346 sugar Nutrition 0.000 description 4
238000012360 testing method Methods 0.000 description 4
235000002566 Capsicum Nutrition 0.000 description 3
240000004160 Capsicum annuum Species 0.000 description 3
235000008534 Capsicum annuum var annuum Nutrition 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
235000007688 Lycopersicon esculentum Nutrition 0.000 description 3
239000006002 Pepper Substances 0.000 description 3
235000016761 Piper aduncum Nutrition 0.000 description 3
235000017804 Piper guineense Nutrition 0.000 description 3
244000203593 Piper nigrum Species 0.000 description 3
235000008184 Piper nigrum Nutrition 0.000 description 3
240000003768 Solanum lycopersicum Species 0.000 description 3
239000002253 acid Substances 0.000 description 3
238000009835 boiling Methods 0.000 description 3
239000001511 capsicum annuum Substances 0.000 description 3
UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 description 3
235000021463 dry cake Nutrition 0.000 description 3
238000000605 extraction Methods 0.000 description 3
LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical class [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 description 3
235000013923 monosodium glutamate Nutrition 0.000 description 3
239000004223 monosodium glutamate Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
235000018102 proteins Nutrition 0.000 description 3
108090000623 proteins and genes Proteins 0.000 description 3
102000004169 proteins and genes Human genes 0.000 description 3
ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 3
235000013599 spices Nutrition 0.000 description 3
239000000126 substance Substances 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
RHACXHKXARBZFE-UHFFFAOYSA-N 1-(5-methyl-4,5-dihydro-1,3-thiazol-2-yl)ethanone Chemical compound CC1CN=C(C(C)=O)S1 RHACXHKXARBZFE-UHFFFAOYSA-N 0.000 description 2
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
CFAKWWQIUFSQFU-UHFFFAOYSA-N 2-hydroxy-3-methylcyclopent-2-en-1-one Chemical compound CC1=C(O)C(=O)CC1 CFAKWWQIUFSQFU-UHFFFAOYSA-N 0.000 description 2
MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical compound CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 description 2
XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 description 2
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
UBJVUCKUDDKUJF-UHFFFAOYSA-N Diallyl sulfide Chemical compound C=CCSCC=C UBJVUCKUDDKUJF-UHFFFAOYSA-N 0.000 description 2
108010010803 Gelatin Proteins 0.000 description 2
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
244000147568 Laurus nobilis Species 0.000 description 2
235000017858 Laurus nobilis Nutrition 0.000 description 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
229920002472 Starch Polymers 0.000 description 2
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
235000005212 Terminalia tomentosa Nutrition 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
DRTQHJPVMGBUCF-XVFCMESISA-N Uridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-XVFCMESISA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 description 2
150000001413 amino acids Chemical class 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
235000008429 bread Nutrition 0.000 description 2
235000013736 caramel Nutrition 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 2
DDRJAANPRJIHGJ-UHFFFAOYSA-N creatinine Chemical compound CN1CC(=O)NC1=N DDRJAANPRJIHGJ-UHFFFAOYSA-N 0.000 description 2
235000013601 eggs Nutrition 0.000 description 2
229920000159 gelatin Polymers 0.000 description 2
239000008273 gelatin Substances 0.000 description 2
235000019322 gelatine Nutrition 0.000 description 2
235000011852 gelatine desserts Nutrition 0.000 description 2
235000008216 herbs Nutrition 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
239000005457 ice water Substances 0.000 description 2
HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Chemical compound CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
229960003151 mercaptamine Drugs 0.000 description 2
229910052753 mercury Inorganic materials 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
238000001228 spectrum Methods 0.000 description 2
235000019698 starch Nutrition 0.000 description 2
239000008107 starch Substances 0.000 description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 description 2
238000005292 vacuum distillation Methods 0.000 description 2
VOLGAXAGEUPBDM-UHFFFAOYSA-N $l^{1}-oxidanylethane Chemical compound CC[O] VOLGAXAGEUPBDM-UHFFFAOYSA-N 0.000 description 1
VVGOCOMZRGWHPI-ONEGZZNKSA-N (e)-hept-4-enal Chemical compound CC\C=C\CCC=O VVGOCOMZRGWHPI-ONEGZZNKSA-N 0.000 description 1
MHJPNBAEWSRKBK-UHFFFAOYSA-N 1-aminopropane-2-thiol Chemical compound CC(S)CN MHJPNBAEWSRKBK-UHFFFAOYSA-N 0.000 description 1
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
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QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
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229910019142 PO4 Inorganic materials 0.000 description 1
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241000210053 Potentilla elegans Species 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
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239000006096 absorbing agent Substances 0.000 description 1
238000000862 absorption spectrum Methods 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229960005305 adenosine Drugs 0.000 description 1
108010056243 alanylalanine Proteins 0.000 description 1
108010011559 alanylphenylalanine Proteins 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000019257 ammonium acetate Nutrition 0.000 description 1
229940043376 ammonium acetate Drugs 0.000 description 1
ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical group [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 1
235000019289 ammonium phosphates Nutrition 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
MYYIAHXIVFADCU-QMMMGPOBSA-N anserine Chemical compound CN1C=NC=C1C[C@H](NC(=O)CC[NH3+])C([O-])=O MYYIAHXIVFADCU-QMMMGPOBSA-N 0.000 description 1
235000010323 ascorbic acid Nutrition 0.000 description 1
229960005070 ascorbic acid Drugs 0.000 description 1
239000011668 ascorbic acid Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
DRTQHJPVMGBUCF-PSQAKQOGSA-N beta-L-uridine Natural products O[C@H]1[C@@H](O)[C@H](CO)O[C@@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-PSQAKQOGSA-N 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
229940044199 carnosine Drugs 0.000 description 1
CQOVPNPJLQNMDC-ZETCQYMHSA-N carnosine Chemical compound [NH3+]CCC(=O)N[C@H](C([O-])=O)CC1=CNC=N1 CQOVPNPJLQNMDC-ZETCQYMHSA-N 0.000 description 1
239000005018 casein Substances 0.000 description 1
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
235000021240 caseins Nutrition 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000003086 colorant Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
235000013409 condiments Nutrition 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229960003624 creatine Drugs 0.000 description 1
239000006046 creatine Substances 0.000 description 1
229940109239 creatinine Drugs 0.000 description 1
239000013078 crystal Substances 0.000 description 1
235000003373 curcuma longa Nutrition 0.000 description 1
HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical class OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
238000007865 diluting Methods 0.000 description 1
150000002016 disaccharides Chemical class 0.000 description 1
150000002019 disulfides Chemical class 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
239000000686 essence Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
229940093503 ethyl maltol Drugs 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
150000004675 formic acid derivatives Chemical class 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
235000004611 garlic Nutrition 0.000 description 1
235000021312 gluten Nutrition 0.000 description 1
125000005456 glyceride group Chemical group 0.000 description 1
150000002314 glycerols Chemical class 0.000 description 1
239000004519 grease Substances 0.000 description 1
150000002357 guanidines Chemical class 0.000 description 1
229940029575 guanosine Drugs 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229960003786 inosine Drugs 0.000 description 1
238000004898 kneading Methods 0.000 description 1
TYQCGQRIZGCHNB-JLAZNSOCSA-N l-ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(O)=C(O)C1=O TYQCGQRIZGCHNB-JLAZNSOCSA-N 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
229940043353 maltol Drugs 0.000 description 1
238000005259 measurement Methods 0.000 description 1
239000000155 melt Substances 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
150000002763 monocarboxylic acids Chemical class 0.000 description 1
125000001483 monosaccharide substituent group Chemical group 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
239000002773 nucleotide Substances 0.000 description 1
125000003729 nucleotide group Chemical group 0.000 description 1
235000019488 nut oil Nutrition 0.000 description 1
239000010466 nut oil Substances 0.000 description 1
GTDQGKWDWVUKTI-UHFFFAOYSA-N o-aminoacetophenone Chemical compound CC(=O)C1=CC=CC=C1N GTDQGKWDWVUKTI-UHFFFAOYSA-N 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
239000008188 pellet Substances 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
235000015497 potassium bicarbonate Nutrition 0.000 description 1
229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
239000011736 potassium bicarbonate Substances 0.000 description 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
239000002243 precursor Substances 0.000 description 1
108090000765 processed proteins & peptides Proteins 0.000 description 1
102000004196 processed proteins & peptides Human genes 0.000 description 1
UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
BRQXEUGMULHSJU-UHFFFAOYSA-N propanimidoyl cyanide Chemical compound CCC(=N)C#N BRQXEUGMULHSJU-UHFFFAOYSA-N 0.000 description 1
230000007065 protein hydrolysis Effects 0.000 description 1
229940079889 pyrrolidonecarboxylic acid Drugs 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000011160 research Methods 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
229940074386 skatole Drugs 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
235000011008 sodium phosphates Nutrition 0.000 description 1
229940056729 sodium sulfate anhydrous Drugs 0.000 description 1
YNAGNECWEKMWRM-UHFFFAOYSA-M sodium;5-hydroxydecanoate Chemical compound [Na+].CCCCCC(O)CCCC([O-])=O YNAGNECWEKMWRM-UHFFFAOYSA-M 0.000 description 1
229940001941 soy protein Drugs 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
230000019635 sulfation Effects 0.000 description 1
238000005670 sulfation reaction Methods 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
235000015113 tomato pastes and purées Nutrition 0.000 description 1
VVGOCOMZRGWHPI-UHFFFAOYSA-N trans-hept-4-enal Natural products CCC=CCCC=O VVGOCOMZRGWHPI-UHFFFAOYSA-N 0.000 description 1
235000013976 turmeric Nutrition 0.000 description 1
238000002211 ultraviolet spectrum Methods 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
DRTQHJPVMGBUCF-UHFFFAOYSA-N uracil arabinoside Natural products OC1C(O)C(CO)OC1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-UHFFFAOYSA-N 0.000 description 1
229940045145 uridine Drugs 0.000 description 1
MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
UBORTCNDUKBEOP-UUOKFMHZSA-N xanthosine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(NC(=O)NC2=O)=C2N=C1 UBORTCNDUKBEOP-UUOKFMHZSA-N 0.000 description 1
QRPLZGZHJABGRS-UHFFFAOYSA-N xi-5-Dodecanolide Chemical compound CCCCCCCC1CCCC(=O)O1 QRPLZGZHJABGRS-UHFFFAOYSA-N 0.000 description 1
229940093612 zein Drugs 0.000 description 1
239000005019 zein Substances 0.000 description 1

Classifications

- 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
- A23L27/2056—Heterocyclic compounds having at least two different hetero atoms, at least one being a nitrogen atom

Landscapes

Health & Medical Sciences (AREA)
Nutrition Science (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Polymers & Plastics (AREA)
Seasonings (AREA)
Plural Heterocyclic Compounds (AREA)
General Preparation And Processing Of Foods (AREA)
Seeds, Soups, And Other Foods (AREA)

BE743558A 1968-12-23 1969-12-22 BE743558A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
LU57646		1968-12-23

Publications (1)

Publication Number	Publication Date
BE743558A true BE743558A (de)	1970-06-22

Family

ID=19725852

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BE743558A BE743558A (de)	1968-12-23	1969-12-22

Country Status (13)

Country	Link
AT (2)	AT302793B (de)
BE (1)	BE743558A (de)
CH (1)	CH521375A (de)
DE (1)	DE1964276C3 (de)
DK (1)	DK136752B (de)
ES (1)	ES374824A1 (de)
FR (1)	FR2037029A1 (de)
GB (1)	GB1289181A (de)
IT (1)	IT1044723B (de)
LU (1)	LU57646A1 (de)
NL (1)	NL157783B (de)
SE (1)	SE365103B (de)
ZA (1)	ZA698809B (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE8533837U1 (de) *	1985-12-02	1989-02-02	Miele & Cie GmbH & Co, 4830 Gütersloh	Programmschaltvorrichtung für Waschmaschinen
DE10142749A1 (de) *	2001-08-31	2003-03-20	Haarmann & Reimer Gmbh	Verfahren zur Herstellung von 4,5-Dihydro-1,3-thiazolen

1968
- 1968-12-23 LU LU57646D patent/LU57646A1/xx unknown
1969
- 1969-12-18 NL NL6918980.A patent/NL157783B/xx not_active IP Right Cessation
- 1969-12-19 DK DK674469AA patent/DK136752B/da unknown
- 1969-12-19 AT AT1185769A patent/AT302793B/de not_active IP Right Cessation
- 1969-12-19 SE SE17661/69A patent/SE365103B/xx unknown
- 1969-12-19 ZA ZA698809*A patent/ZA698809B/xx unknown
- 1969-12-19 CH CH1894369A patent/CH521375A/de not_active IP Right Cessation
- 1969-12-19 GB GB1289181D patent/GB1289181A/en not_active Expired
- 1969-12-19 IT IT24446/69A patent/IT1044723B/it active
- 1969-12-19 AT AT805170A patent/AT294829B/de not_active IP Right Cessation
- 1969-12-22 FR FR6944438A patent/FR2037029A1/fr not_active Withdrawn
- 1969-12-22 BE BE743558A patent/BE743558A/fr unknown
- 1969-12-22 DE DE1964276A patent/DE1964276C3/de not_active Expired
- 1969-12-22 ES ES374824A patent/ES374824A1/es not_active Expired

Also Published As

Publication number	Publication date
DE1964276A1 (de)	1970-07-16
LU57646A1 (de)	1970-06-26
NL6918980A (de)	1970-06-25
SE365103B (de)	1974-03-18
NL157783B (nl)	1978-09-15
FR2037029A1 (de)	1970-12-31
AT302793B (de)	1972-10-25
CH521375A (de)	1972-04-15
ES374824A1 (es)	1972-01-16
DE1964276B2 (de)	1979-01-04
ZA698809B (en)	1971-07-28
DK136752B (da)	1977-11-21
DE1964276C3 (de)	1979-08-30
GB1289181A (de)	1972-09-13
IT1044723B (it)	1980-04-21
DK136752C (de)	1978-05-08
AT294829B (de)	1971-12-10

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JP4970727B2 (ja)	2012-07-11	芳香性物質としての、トランス−ペリトリンの使用
EP2064959B1 (de)	2012-07-25	Aromatische Neo-Menthylamide als Geschmacksstoffe
JP2010011864A (ja)	2010-01-21	有効量の少なくとも１つの、式、ｒ１−ｓ−ｒ２（式中、ｒ１及びｒ２は特定の原子又は基を表わす）の化合物を組み込むことによる食品の風味付け
EP1797066B1 (de)	2014-11-12	Disubstituierte tetrathiane als duft- oder aromastoffe
US3769040A (en)	1973-10-30	Substituted thiazoles in flavoring processes and products produced thereby
EP1797063B1 (de)	2010-05-05	Verwendung von 3-substituierten thiophenen als duft- und aromastoffe
US4130562A (en)	1978-12-19	Odorant or flavoring thiazolyl disulphides
DE2336356A1 (de)	1974-02-07	Geschmacks- und aromabeeinflussung mit einer 5- oder 6-gliedrigen heterozyklischen dithioverbindung
EP0293957B1 (de)	1991-12-18	Verwendung von Diketonvorläufern in Nahrungsmitteln
JPS5941701B2 (ja)	1984-10-09	食品の付香方法
RU2534259C2 (ru)	2014-11-27	Вкусоароматические композиции для пикантных продуктов
US3678064A (en)	1972-07-18	Certain 2-acyl-2-thiazolines
JP3586441B2 (ja)	2004-11-10	香味料前駆体
US3778518A (en)	1973-12-11	Flavoring with certain 2-acyl-2-thiazolines
CH619118A5 (de)	1980-09-15
DE2166810C3 (de)	1978-05-03	5,7-Dihydrothieno [3,4-b] pyrazine, Verfahren zu deren Herstellung und ihre Verwendung
DE1921560C3 (de)	1980-04-17	2-Phenyl-2-alkenale, deren Herstellung und Verwendung
JPH01101397A (ja)	1989-04-19	香料組成物
US4073957A (en)	1978-02-14	Spiro-1,2,4-trithiolan containing flavoring agents and method of use
JPH02121978A (ja)	1990-05-09	複素環式チオエーテル、その製法と使用
DE1964276C3 (de)	1979-08-30	2-Acyl-2-thiazoline, ihre Herstellung und Verwendung
JPH1067767A (ja)	1998-03-10	フルフリルチオアルカン類、それらの製造方法およびそれらの使用
JPH01102075A (ja)	1989-04-19	１，２，４−トリチアン誘導体の製造方法
DE2644201A1 (de)	1977-04-14	Neue riech- und/oder geschmackstoffe
EP1575974B1 (de)	2008-03-19	Modifizierte guanosine mit geschmackwirkung