NO135338B - - Google Patents

Download PDF

Info

Publication number: NO135338B
Authority: NO; Norway
Prior art keywords: general formula; succinimide; compound; piperidyl; substituted
Prior art date: 1971-12-23

Application number

NO4050/72A

Other languages

English (en)

Norwegian (no)

Other versions

NO135338C (no

Inventor

M F Berry

S H Reesman

M L Smith

P Q Van Middlesworth

Original Assignee

Gen Foods Corp

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.)

1971-12-23

Filing date

1972-11-08

Publication date

1976-12-20

1972-11-08 Application filed by Gen Foods Corp filed Critical Gen Foods Corp

1976-12-20 Publication of NO135338B publication Critical patent/NO135338B/no

1977-03-30 Publication of NO135338C publication Critical patent/NO135338C/no

Links

LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 89
150000001875 compounds Chemical class 0.000 claims description 21
KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 15
229960002317 succinimide Drugs 0.000 claims description 12
238000000034 method Methods 0.000 claims description 11
LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 8
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 7
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
150000002148 esters Chemical class 0.000 claims description 6
238000002844 melting Methods 0.000 claims description 6
230000008018 melting Effects 0.000 claims description 6
-1 succinic acid diester Chemical class 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 5
239000003054 catalyst Substances 0.000 claims description 5
230000032050 esterification Effects 0.000 claims description 5
238000005886 esterification reaction Methods 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 5
239000001384 succinic acid Substances 0.000 claims description 5
238000006114 decarboxylation reaction Methods 0.000 claims description 4
230000007062 hydrolysis Effects 0.000 claims description 4
238000006460 hydrolysis reaction Methods 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
229910052757 nitrogen Inorganic materials 0.000 claims description 2
125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
229910017464 nitrogen compound Inorganic materials 0.000 claims description 2
150000002830 nitrogen compounds Chemical class 0.000 claims description 2
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 2
230000004048 modification Effects 0.000 claims 1
238000012986 modification Methods 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 34
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 27
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
238000001816 cooling Methods 0.000 description 15
239000000243 solution Substances 0.000 description 15
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 14
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
238000001953 recrystallisation Methods 0.000 description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 7
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 7
238000010992 reflux Methods 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 6
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 5
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical class [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
238000009835 boiling Methods 0.000 description 5
239000001257 hydrogen Substances 0.000 description 5
229910052739 hydrogen Inorganic materials 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
229910052938 sodium sulfate Inorganic materials 0.000 description 5
235000011152 sodium sulphate Nutrition 0.000 description 5
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
238000001704 evaporation Methods 0.000 description 4
230000008020 evaporation Effects 0.000 description 4
239000000706 filtrate Substances 0.000 description 4
238000001914 filtration Methods 0.000 description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
229960000583 acetic acid Drugs 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
239000013078 crystal Substances 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
230000008025 crystallization Effects 0.000 description 3
239000012259 ether extract Substances 0.000 description 3
239000012362 glacial acetic acid Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000003921 oil Substances 0.000 description 3
229940075930 picrate Drugs 0.000 description 3
OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical compound [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 description 3
229940072033 potash Drugs 0.000 description 3
235000015320 potassium carbonate Nutrition 0.000 description 3
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
GHAZCVNUKKZTLG-UHFFFAOYSA-N N-ethylsuccinimide Chemical compound CCN1C(=O)CCC1=O GHAZCVNUKKZTLG-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000012298 atmosphere Substances 0.000 description 2
239000002026 chloroform extract Substances 0.000 description 2
230000001713 cholinergic effect Effects 0.000 description 2
238000003776 cleavage reaction Methods 0.000 description 2
150000005690 diesters Chemical class 0.000 description 2
YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
238000000605 extraction Methods 0.000 description 2
239000001530 fumaric acid Substances 0.000 description 2
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
229910000041 hydrogen chloride Inorganic materials 0.000 description 2
239000005457 ice water Substances 0.000 description 2
239000013067 intermediate product Substances 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
229910052763 palladium Inorganic materials 0.000 description 2
230000001499 parasympathomimetic effect Effects 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
235000011181 potassium carbonates Nutrition 0.000 description 2
238000000746 purification Methods 0.000 description 2
230000002829 reductive effect Effects 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
230000007017 scission Effects 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
238000003971 tillage Methods 0.000 description 2
210000003932 urinary bladder Anatomy 0.000 description 2
RKUNBYITZUJHSG-FXUDXRNXSA-N (S)-atropine Chemical compound C1([C@@H](CO)C(=O)O[C@H]2C[C@H]3CC[C@@H](C2)N3C)=CC=CC=C1 RKUNBYITZUJHSG-FXUDXRNXSA-N 0.000 description 1
WODIALSWFWKWMM-UHFFFAOYSA-N 2,8-diazaspiro[4.5]decane-1,3-dione Chemical compound O=C1NC(=O)CC11CCNCC1 WODIALSWFWKWMM-UHFFFAOYSA-N 0.000 description 1
GUYAGHBYTMWDLC-UHFFFAOYSA-N 2,8-dimethyl-2,8-diazaspiro[4.5]decane-1,3-dione Chemical compound O=C1N(C)C(=O)CC11CCN(C)CC1 GUYAGHBYTMWDLC-UHFFFAOYSA-N 0.000 description 1
KETXKDIUAJXVOB-UHFFFAOYSA-N 2-methyl-2,8-diazaspiro[4.5]decane-1,3-dione Chemical compound O=C1N(C)C(=O)CC11CCNCC1 KETXKDIUAJXVOB-UHFFFAOYSA-N 0.000 description 1
FPWYXHKGPQQAAG-UHFFFAOYSA-N 3-oxodecanal Chemical compound CCCCCCCC(=O)CC=O FPWYXHKGPQQAAG-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
206010002091 Anaesthesia Diseases 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
208000018522 Gastrointestinal disease Diseases 0.000 description 1
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
239000007868 Raney catalyst Substances 0.000 description 1
NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
229910000564 Raney nickel Inorganic materials 0.000 description 1
206010039897 Sedation Diseases 0.000 description 1
241000287219 Serinus canaria Species 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
DDSZWBCJXDRQDU-UHFFFAOYSA-N [N].C1CCNCC1 Chemical group [N].C1CCNCC1 DDSZWBCJXDRQDU-UHFFFAOYSA-N 0.000 description 1
CWVZGJORVTZXFW-UHFFFAOYSA-N [benzyl(dimethyl)silyl]methyl carbamate Chemical compound NC(=O)OC[Si](C)(C)CC1=CC=CC=C1 CWVZGJORVTZXFW-UHFFFAOYSA-N 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
239000003929 acidic solution Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
230000037005 anaesthesia Effects 0.000 description 1
230000036592 analgesia Effects 0.000 description 1
MLIREBYILWEBDM-UHFFFAOYSA-N anhydrous cyanoacetic acid Natural products OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 description 1
229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
IUKQLMGVFMDQDP-UHFFFAOYSA-N azane;piperidine Chemical compound N.C1CCNCC1 IUKQLMGVFMDQDP-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical class NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
239000000292 calcium oxide Substances 0.000 description 1
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000812 cholinergic antagonist Substances 0.000 description 1
239000012230 colorless oil Substances 0.000 description 1
230000001143 conditioned effect Effects 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000006264 debenzylation reaction Methods 0.000 description 1
230000008021 deposition Effects 0.000 description 1
238000007865 diluting Methods 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000816 effect on animals Effects 0.000 description 1
230000000694 effects Effects 0.000 description 1
ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 description 1
GHXXCVVSJXZBPO-UHFFFAOYSA-N ethyl 4-cyanobutanoate Chemical compound CCOC(=O)CCCC#N GHXXCVVSJXZBPO-UHFFFAOYSA-N 0.000 description 1
239000000284 extract Substances 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
230000002496 gastric effect Effects 0.000 description 1
210000004051 gastric juice Anatomy 0.000 description 1
229940093915 gynecological organic acid Drugs 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
229960003210 hyoscyamine Drugs 0.000 description 1
229930005342 hyoscyamine Natural products 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
230000004899 motility Effects 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
238000013021 overheating Methods 0.000 description 1
230000036407 pain Effects 0.000 description 1
230000003285 pharmacodynamic effect Effects 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
208000020016 psychiatric disease Diseases 0.000 description 1
230000011514 reflex Effects 0.000 description 1
238000006798 ring closing metathesis reaction Methods 0.000 description 1
210000003296 saliva Anatomy 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
230000028327 secretion Effects 0.000 description 1
230000036280 sedation Effects 0.000 description 1
238000005245 sintering Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
210000000813 small intestine Anatomy 0.000 description 1
239000010959 steel Substances 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000012485 toluene extract Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23J—PROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
- A23J3/00—Working-up of proteins for foodstuffs
- A23J3/22—Working-up of proteins for foodstuffs by texturising
- A23J3/225—Texturised simulated foods with high protein content
- A23J3/227—Meat-like textured foods
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/20—Inorganic substances, e.g. oligoelements
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23J—PROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
- A23J3/00—Working-up of proteins for foodstuffs
- A23J3/22—Working-up of proteins for foodstuffs by texturising
- A23J3/26—Working-up of proteins for foodstuffs by texturising using extrusion or expansion
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K40/00—Shaping or working-up of animal feeding-stuffs
- A23K40/25—Shaping or working-up of animal feeding-stuffs by extrusion
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P30/00—Shaping or working of foodstuffs characterised by the process or apparatus
- A23P30/30—Puffing or expanding
- A23P30/32—Puffing or expanding by pressure release, e.g. explosion puffing; by vacuum treatment
- A23P30/34—Puffing or expanding by pressure release, e.g. explosion puffing; by vacuum treatment by extrusion-expansion

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Polymers & Plastics (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Zoology (AREA)
Health & Medical Sciences (AREA)
Animal Husbandry (AREA)
Inorganic Chemistry (AREA)
Nutrition Science (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
General Preparation And Processing Of Foods (AREA)
Meat, Egg Or Seafood Products (AREA)
Jellies, Jams, And Syrups (AREA)
Hydrogenated Pyridines (AREA)

NO4050/72A 1971-12-23 1972-11-08 Fremgangsm}te for fremstilling av et ekspandert, spiselig proteinprodukt. NO135338C (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US21175871A	1971-12-23	1971-12-23

Publications (2)

Publication Number	Publication Date
NO135338B true NO135338B (xx)	1976-12-20
NO135338C NO135338C (no)	1977-03-30

Family

ID=22788248

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO4050/72A NO135338C (no)	1971-12-23	1972-11-08	Fremgangsm}te for fremstilling av et ekspandert, spiselig proteinprodukt.

Country Status (13)

Country	Link
JP (1)	JPS4868767A (xx)
AU (1)	AU476095B2 (xx)
CA (1)	CA977606A (xx)
CH (1)	CH562571A5 (xx)
DE (1)	DE2260828A1 (xx)
ES (1)	ES409135A1 (xx)
FI (1)	FI53912C (xx)
FR (1)	FR2164628B1 (xx)
GB (1)	GB1389592A (xx)
IT (1)	IT1049262B (xx)
NL (1)	NL7216511A (xx)
NO (1)	NO135338C (xx)
SE (1)	SE397259B (xx)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3930045A (en) *	1973-11-20	1975-12-30	Nestle Sa	In situ production of meat like flavor in extruded porous food product
DE2837294A1 (de) *	1977-08-29	1979-03-15	Sodes Sa	Nahrungsmittelprodukt auf der basis von kleie
DE2845571C2 (de) *	1978-10-19	1985-05-02	Meggle Milchindustrie Gmbh & Co Kg, 8094 Reitmehring	Ballaststoffreicher extrudierter Snack-Artikel
EP0048533A1 (en) *	1980-03-31	1982-03-31	General Foods Corporation	Process for preparing meat analogs
JPS6344848A (ja) *	1985-11-25	1988-02-25	Ajinomoto Co Inc	高膨化食品の製造法
US4891235A (en) *	1985-12-27	1990-01-02	House Food Industrial Company Limited	Method for expansion treatment of foods
US5540932A (en) *	1995-04-13	1996-07-30	Purina Mills, Inc.	Extruded animal feed nuggets for ruminants
BRPI0611603A2 (pt) *	2005-06-17	2011-03-22	Applied Food Biotech Inc	métodos para melhorar a palatabilidade de um produto de alimento de animal de companhia ou de ração de animal doméstico e para melhorar a palatabilidade de um produto de alimento úmido cozido de animal de companhia, kit, composição extrusada de alimento de animal de companhia ou de ração de animal doméstico, composição úmida de alimento cozido de animal de companhia, e, composição intensificadora de palatabilidade para alimento extrusado de animal de companhia
BE1024092B1 (nl)	2014-09-05	2017-11-13	Syral Belgium Nv	Een eiwitachtige vleesvervanger met een verbeterde structuur en verlengde houdbaarheid.

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3623885A (en) *	1968-12-13	1971-11-30	Archer Daniels Midland Co	Extrusion of proteinaceous materials

1972
- 1972-11-06 GB GB5115972A patent/GB1389592A/en not_active Expired
- 1972-11-08 SE SE7214480A patent/SE397259B/xx unknown
- 1972-11-08 NO NO4050/72A patent/NO135338C/no unknown
- 1972-11-08 CA CA155,953A patent/CA977606A/en not_active Expired
- 1972-11-13 AU AU48817/72A patent/AU476095B2/en not_active Expired
- 1972-11-30 ES ES409135A patent/ES409135A1/es not_active Expired
- 1972-12-01 FI FI3419/72A patent/FI53912C/fi active
- 1972-12-06 IT IT54537/72A patent/IT1049262B/it active
- 1972-12-06 NL NL7216511A patent/NL7216511A/xx not_active Application Discontinuation
- 1972-12-11 CH CH1799272A patent/CH562571A5/xx not_active IP Right Cessation
- 1972-12-12 JP JP47124698A patent/JPS4868767A/ja active Pending
- 1972-12-13 DE DE2260828A patent/DE2260828A1/de active Pending
- 1972-12-14 FR FR7244547A patent/FR2164628B1/fr not_active Expired

Also Published As

Publication number	Publication date
GB1389592A (en)	1975-04-03
AU4881772A (en)	1974-05-16
JPS4868767A (xx)	1973-09-19
DE2260828A1 (de)	1973-06-28
FI53912C (fi)	1978-09-11
NO135338C (no)	1977-03-30
CA977606A (en)	1975-11-11
ES409135A1 (es)	1976-11-16
NL7216511A (xx)	1973-06-26
FR2164628A1 (xx)	1973-08-03
IT1049262B (it)	1981-01-20
CH562571A5 (xx)	1975-06-13
SE397259B (sv)	1977-10-31
FR2164628B1 (xx)	1979-04-27
AU476095B2 (en)	1976-09-09
FI53912B (fi)	1978-05-31

Publication	Publication Date	Title
SU651695A3 (ru)	1979-03-05	Способ получени этерифицированных оксибензодигетероциклов или их солей, или рацематов, или оптически активных антиподов
NO120938B (xx)	1970-12-28
NO116055B (xx)	1969-01-20
NO130878B (xx)	1974-11-18
US3106578A (en)	1963-10-08	Nu-phenethyl-2-phenylcyclopropylamine derivatives
NO154554B (no)	1986-07-07	Fremgangsmaate til fremstilling av armeringsfibre for mineralske byggematerialer.
NO135338B (xx)	1976-12-20
DE3300774A1 (de)	1984-07-12	Neue spirocyclische aminosaeuren, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung sowie neue spirocyclische aminosaeuren als zwischenprodukte und verfahren zu deren herstellung
NO166164B (no)	1991-03-04	Festeanordning til aa etablere elektrisk forbindelse med en engangs hudelektrode.
IE42119B1 (en)	1980-06-04	Aralkylamine derivatives
CRONYN	1949	AZABICYCLOALKANES. 2-AZABICYCLO [3· 3· 1] NONANE1, 2
Mandell et al.	1965	The Total Syntheses of d, l-Matrine and d, l-Leontine1
US4010202A (en)	1977-03-01	5,6-Dihydroxy aminotetralol compounds
US3056796A (en)	1962-10-02	2.8-diazaspiro(4.5)decane-1.3 diones
US2500444A (en)	1950-03-14	Uramidohomomeroquinene
NO141208B (no)	1979-10-22	Analogifremgangsmaate til fremstilling av terapeutisk virksomme 2-(fenoksyalkyltio)imidazolforbindelser
CH301669A (de)	1954-09-15	Verfahren zur Herstellung eines Morphinanabkömmlings.
NO140378B (no)	1979-05-14	Fremgangsmaate for fremstilling av 1-(3,5-dihydroksyfenyl)-1-hydroksy-2-(1-methyl-2-(4-hydroksyfenyl)-etyl)-aminoetan
US2266754A (en)	1941-12-23	Synthesis of vitamin
SU586835A3 (ru)	1977-12-30	Способ получени производных аминопропанола или их солей, рацематов или оптически-активных антиподов
DE2556143A1 (de)	1976-06-16	9-aminoalkyl-9,10-dihydro-9,10- methanoanthracene
NO143785B (no)	1981-01-05	Fremgangsmaate for varmekstrudering av aluminiumlegeringer med hoey strekkfasthet
CH460773A (de)	1968-08-15	Verfahren zur Herstellung von substituierten 3-(3-Hydroxyphenyl)-1-phenacyl-piperidinen
US3198800A (en)	1965-08-03	2, 8-(para-f-4-oxo-butyl)-diazaspiro[4, 5]-decane-1, 3-diones
US3127405A (en)	1964-03-31	I-phenylalkyl