NO120594B - - Google Patents
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- Publication number
- NO120594B NO120594B NO15695465A NO15695465A NO120594B NO 120594 B NO120594 B NO 120594B NO 15695465 A NO15695465 A NO 15695465A NO 15695465 A NO15695465 A NO 15695465A NO 120594 B NO120594 B NO 120594B
- Authority
- NO
- Norway
- Prior art keywords
- methylamine
- carried out
- phenylmaleic
- temperature
- reaction
- Prior art date
Links
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 21
- 238000005984 hydrogenation reaction Methods 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- -1 phenylmaleic acid monomethylamide Chemical compound 0.000 claims description 8
- QZYCWJVSPFQUQC-UHFFFAOYSA-N 3-phenylfuran-2,5-dione Chemical compound O=C1OC(=O)C(C=2C=CC=CC=2)=C1 QZYCWJVSPFQUQC-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- IDSFKFXFMNGXCK-UHFFFAOYSA-N 1-(4-Methylphenyl)pyrrolidine-2,5-dione Chemical compound C1=CC(C)=CC=C1N1C(=O)CCC1=O IDSFKFXFMNGXCK-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 229910000564 Raney nickel Inorganic materials 0.000 claims description 3
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 229910000510 noble metal Inorganic materials 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 125000000250 methylamino group Chemical class [H]N(*)C([H])([H])[H] 0.000 description 6
- CQNPSIAJXGEDQS-VURMDHGXSA-N (z)-2-phenylbut-2-enedioic acid Chemical compound OC(=O)\C=C(/C(O)=O)C1=CC=CC=C1 CQNPSIAJXGEDQS-VURMDHGXSA-N 0.000 description 5
- WLWFNJKHKGIJNW-UHFFFAOYSA-N Phensuximide Chemical compound O=C1N(C)C(=O)CC1C1=CC=CC=C1 WLWFNJKHKGIJNW-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- LVFFZQQWIZURIO-UHFFFAOYSA-N 2-phenylbutanedioic acid Chemical compound OC(=O)CC(C(O)=O)C1=CC=CC=C1 LVFFZQQWIZURIO-UHFFFAOYSA-N 0.000 description 2
- HDFKMLFDDYWABF-UHFFFAOYSA-N 3-phenyloxolane-2,5-dione Chemical compound O=C1OC(=O)CC1C1=CC=CC=C1 HDFKMLFDDYWABF-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000007868 Raney catalyst Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 150000004292 cyclic ethers Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 2
- 229910003446 platinum oxide Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- MYANGMBHBNYNQU-UHFFFAOYSA-N 4-(methylamino)-4-oxo-3-phenylbutanoic acid Chemical compound CNC(=O)C(CC(O)=O)C1=CC=CC=C1 MYANGMBHBNYNQU-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 206010034759 Petit mal epilepsy Diseases 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 206010015037 epilepsy Diseases 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
- C07C51/38—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups by decarboxylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/22—Tricarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/24—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms containing more than three carboxyl groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q9/00—Preparations for removing hair or for aiding hair removal
- A61Q9/02—Shaving preparations
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB816664A GB1096523A (en) | 1964-02-27 | 1964-02-27 | Cosmetic composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO120594B true NO120594B (fr) | 1970-11-09 |
Family
ID=9847049
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO15695465A NO120594B (fr) | 1964-02-27 | 1965-02-26 |
Country Status (13)
| Country | Link |
|---|---|
| AT (1) | AT272523B (fr) |
| BE (1) | BE660349A (fr) |
| CH (1) | CH463021A (fr) |
| DE (1) | DE1286253B (fr) |
| DK (1) | DK111974B (fr) |
| FI (1) | FI45205B (fr) |
| FR (1) | FR1447188A (fr) |
| GB (1) | GB1096523A (fr) |
| IT (1) | IT943010B (fr) |
| LU (1) | LU48083A1 (fr) |
| NL (1) | NL6502355A (fr) |
| NO (1) | NO120594B (fr) |
| SE (1) | SE322019B (fr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4143160A (en) * | 1974-01-29 | 1979-03-06 | Henkel Kommanditgesellschaft Auf Aktien | Process for moisturing the skin |
| DE2404047A1 (de) * | 1974-01-29 | 1975-08-14 | Henkel & Cie Gmbh | Hautpflege- und hautschutzmittel mit einem gehalt an haut-feuchthaltemitteln |
| JPS5520716A (en) * | 1978-07-31 | 1980-02-14 | Kao Corp | Hair rinse composition |
| DE3061482D1 (en) * | 1979-04-04 | 1983-02-03 | Henkel Corp | Gem-bis (hydroxymethyl) alcohols and mixtures thereof with diols, process for their preparation and a process for the preparation of polyurethanes therefrom |
| US4582946A (en) * | 1979-10-04 | 1986-04-15 | Henkel Corporation | Polyhydric alcohols |
| DE3315469A1 (de) * | 1983-04-28 | 1984-10-31 | Hoechst Ag, 6230 Frankfurt | Haertungskomponente fuer kunstharze, die zur amid- oder esterbildung mit carbonsaeuren befaehigte gruppen enthalten |
| DE3417441A1 (de) * | 1984-05-11 | 1985-11-14 | Hoechst Ag, 6230 Frankfurt | Haertungskomponente fuer kunstharze, die zur amid- oder esterbildung mit carbonsaeuren befaehigte gruppen enthalten |
| DE4234744A1 (de) * | 1992-10-15 | 1994-04-21 | Wella Ag | Mittel zur Pflege der Haare |
| JP4210614B2 (ja) * | 2004-03-25 | 2009-01-21 | 花王株式会社 | 毛髪化粧料 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2182178A (en) * | 1936-03-21 | 1939-12-05 | Ig Farbenindustrie Ag | Derivative of substituted succinic acids |
| US2283214A (en) * | 1937-12-24 | 1942-05-19 | Monsanto Chemicals | Washing, wetting, and emulsifying agent |
| US2360426A (en) * | 1942-02-12 | 1944-10-17 | Monsanto Chemicals | Production of alkene-succinic acids |
| US2380699A (en) * | 1942-03-02 | 1945-07-31 | Monsanto Chemicals | Monoalkenyl-succinic acid mono-ester salts |
-
1964
- 1964-02-27 GB GB816664A patent/GB1096523A/en not_active Expired
-
1965
- 1965-02-25 FI FI46265A patent/FI45205B/fi active
- 1965-02-25 NL NL6502355A patent/NL6502355A/xx unknown
- 1965-02-26 AT AT170465A patent/AT272523B/de active
- 1965-02-26 DK DK102965A patent/DK111974B/da unknown
- 1965-02-26 IT IT80165A patent/IT943010B/it active
- 1965-02-26 FR FR7234A patent/FR1447188A/fr not_active Expired
- 1965-02-26 CH CH265865A patent/CH463021A/de unknown
- 1965-02-26 BE BE660349A patent/BE660349A/xx unknown
- 1965-02-26 NO NO15695465A patent/NO120594B/no unknown
- 1965-02-26 LU LU48083D patent/LU48083A1/xx unknown
- 1965-02-26 DE DE1965U0011483 patent/DE1286253B/de active Pending
- 1965-02-26 SE SE250365A patent/SE322019B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| LU48083A1 (fr) | 1965-08-26 |
| IT943010B (it) | 1973-04-02 |
| DK111974B (da) | 1968-10-28 |
| DE1286253B (de) | 1969-01-02 |
| NL6502355A (fr) | 1965-08-30 |
| FR1447188A (fr) | 1966-07-29 |
| SE322019B (fr) | 1970-03-23 |
| BE660349A (fr) | 1965-08-26 |
| GB1096523A (en) | 1967-12-29 |
| AT272523B (de) | 1969-07-10 |
| CH463021A (de) | 1968-09-30 |
| FI45205B (fr) | 1971-12-31 |
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