CH646699A5 - Procede de production de la vitamine b1 et de 2-methyl-4-amino-5-amino-methylpyrimidine et appareillage utilise a ce propos. - Google Patents
Procede de production de la vitamine b1 et de 2-methyl-4-amino-5-amino-methylpyrimidine et appareillage utilise a ce propos. Download PDFInfo
- Publication number
- CH646699A5 CH646699A5 CH1057179A CH1057179A CH646699A5 CH 646699 A5 CH646699 A5 CH 646699A5 CH 1057179 A CH1057179 A CH 1057179A CH 1057179 A CH1057179 A CH 1057179A CH 646699 A5 CH646699 A5 CH 646699A5
- Authority
- CH
- Switzerland
- Prior art keywords
- methyl
- amino
- anode
- cathode
- vitamin
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 17
- OZOHTVFCSKFMLL-UHFFFAOYSA-N 4-amino-5-aminomethyl-2-methylpyrimidine Chemical compound CC1=NC=C(CN)C(N)=N1 OZOHTVFCSKFMLL-UHFFFAOYSA-N 0.000 title claims 6
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims description 36
- 239000000243 solution Substances 0.000 claims description 30
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 22
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- 239000012528 membrane Substances 0.000 claims description 13
- 238000007254 oxidation reaction Methods 0.000 claims description 13
- 229910052763 palladium Inorganic materials 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 238000006722 reduction reaction Methods 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 238000005341 cation exchange Methods 0.000 claims description 8
- 230000003647 oxidation Effects 0.000 claims description 8
- 229910052697 platinum Inorganic materials 0.000 claims description 8
- 229930003270 Vitamin B Natural products 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 235000019156 vitamin B Nutrition 0.000 claims description 6
- 239000011720 vitamin B Substances 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 5
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical compound Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 claims description 5
- 238000005868 electrolysis reaction Methods 0.000 claims description 5
- 229930003231 vitamin Natural products 0.000 claims description 5
- 235000013343 vitamin Nutrition 0.000 claims description 5
- 239000011782 vitamin Substances 0.000 claims description 5
- 229940088594 vitamin Drugs 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 229940075397 calomel Drugs 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 239000010948 rhodium Substances 0.000 claims description 4
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 4
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 3
- 239000000956 alloy Substances 0.000 claims description 3
- 229910045601 alloy Inorganic materials 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 3
- VTSWSQGDJQFXHB-UHFFFAOYSA-N 2,4,6-trichloro-5-methylpyrimidine Chemical compound CC1=C(Cl)N=C(Cl)N=C1Cl VTSWSQGDJQFXHB-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- YBPNIILOUYAGIF-UHFFFAOYSA-N 4-amino-2-methylpyrimidine-5-carbonitrile Chemical compound CC1=NC=C(C#N)C(N)=N1 YBPNIILOUYAGIF-UHFFFAOYSA-N 0.000 claims 3
- 239000003929 acidic solution Substances 0.000 claims 1
- 238000010586 diagram Methods 0.000 claims 1
- KYCIUIVANPKXLW-UHFFFAOYSA-N dimethyl-(2-phenoxyethyl)-(thiophen-2-ylmethyl)azanium Chemical compound C=1C=CSC=1C[N+](C)(C)CCOC1=CC=CC=C1 KYCIUIVANPKXLW-UHFFFAOYSA-N 0.000 claims 1
- 238000009434 installation Methods 0.000 claims 1
- IIHQNAXFIODVDU-UHFFFAOYSA-N pyrimidine-2-carbonitrile Chemical class N#CC1=NC=CC=N1 IIHQNAXFIODVDU-UHFFFAOYSA-N 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 239000013256 coordination polymer Substances 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229910002666 PdCl2 Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000008151 electrolyte solution Substances 0.000 description 3
- -1 palladium chloride Chemical class 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- UUWCBFKLGFQDME-UHFFFAOYSA-N platinum titanium Chemical compound [Ti].[Pt] UUWCBFKLGFQDME-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229910000990 Ni alloy Inorganic materials 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000004063 acid-resistant material Substances 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000006056 electrooxidation reaction Methods 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 239000003014 ion exchange membrane Substances 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 150000002940 palladium Chemical class 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229910003450 rhodium oxide Inorganic materials 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D415/00—Heterocyclic compounds containing the thiamine skeleton
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/25—Reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14941978A JPS5576084A (en) | 1978-12-01 | 1978-12-01 | Method and apparatus for production of vitamin b1 and intermediate thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH646699A5 true CH646699A5 (fr) | 1984-12-14 |
Family
ID=15474693
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1057179A CH646699A5 (fr) | 1978-12-01 | 1979-11-28 | Procede de production de la vitamine b1 et de 2-methyl-4-amino-5-amino-methylpyrimidine et appareillage utilise a ce propos. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4256550A (enExample) |
| JP (1) | JPS5576084A (enExample) |
| CH (1) | CH646699A5 (enExample) |
| DE (1) | DE2948343A1 (enExample) |
| DK (1) | DK491279A (enExample) |
| FR (1) | FR2442899A1 (enExample) |
| GB (1) | GB2038335B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2308715T3 (es) * | 2005-01-28 | 2008-12-01 | Dsm Ip Assets B.V. | Proceso para la produccion de un precursor de la vitamina b1. |
| US10329676B2 (en) | 2012-07-26 | 2019-06-25 | Avantium Knowledge Centre B.V. | Method and system for electrochemical reduction of carbon dioxide employing a gas diffusion electrode |
| US20130105304A1 (en) | 2012-07-26 | 2013-05-02 | Liquid Light, Inc. | System and High Surface Area Electrodes for the Electrochemical Reduction of Carbon Dioxide |
| US8641885B2 (en) | 2012-07-26 | 2014-02-04 | Liquid Light, Inc. | Multiphase electrochemical reduction of CO2 |
| US20140206896A1 (en) | 2012-07-26 | 2014-07-24 | Liquid Light, Inc. | Method and System for Production of Oxalic Acid and Oxalic Acid Reduction Products |
| US8444844B1 (en) | 2012-07-26 | 2013-05-21 | Liquid Light, Inc. | Electrochemical co-production of a glycol and an alkene employing recycled halide |
| US9175407B2 (en) | 2012-07-26 | 2015-11-03 | Liquid Light, Inc. | Integrated process for producing carboxylic acids from carbon dioxide |
| WO2014043651A2 (en) | 2012-09-14 | 2014-03-20 | Liquid Light, Inc. | High pressure electrochemical cell and process for the electrochemical reduction of carbon dioxide |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50110993A (enExample) * | 1974-02-12 | 1975-09-01 | ||
| US4149941A (en) * | 1975-09-06 | 1979-04-17 | Hoechst Aktiengesellschaft | Process for preparing fungicidal monoalkoxy and dialkoxy N-substituted cyclic amines |
| IN147984B (enExample) * | 1977-03-23 | 1980-09-06 | Asahi Chemical Ind |
-
1978
- 1978-12-01 JP JP14941978A patent/JPS5576084A/ja active Granted
-
1979
- 1979-11-19 DK DK491279A patent/DK491279A/da not_active Application Discontinuation
- 1979-11-26 US US06/097,341 patent/US4256550A/en not_active Expired - Lifetime
- 1979-11-28 FR FR7929285A patent/FR2442899A1/fr active Granted
- 1979-11-28 CH CH1057179A patent/CH646699A5/fr not_active IP Right Cessation
- 1979-11-30 GB GB7941505A patent/GB2038335B/en not_active Expired
- 1979-11-30 DE DE19792948343 patent/DE2948343A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4256550A (en) | 1981-03-17 |
| GB2038335A (en) | 1980-07-23 |
| JPS6131192B2 (enExample) | 1986-07-18 |
| DE2948343C2 (enExample) | 1988-12-15 |
| FR2442899A1 (fr) | 1980-06-27 |
| GB2038335B (en) | 1983-03-02 |
| DK491279A (da) | 1980-06-02 |
| FR2442899B1 (enExample) | 1983-12-16 |
| DE2948343A1 (de) | 1980-06-19 |
| JPS5576084A (en) | 1980-06-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP3149228B1 (en) | Method for electrochemical reduction of carbon dioxide employing a gas diffusion electrode | |
| JP3962434B2 (ja) | アスコルビン酸の電気化学的回収方法 | |
| FI110772B (fi) | Menetelmä klooridioksidin valmistamiseksi | |
| Chamoulaud et al. | Biomass conversion II: simultaneous electrosyntheses of furoic acid and furfuryl alcohol on modified graphite felt electrodes | |
| JP2017521555A (ja) | ガス拡散電極を用いて二酸化炭素を電気化学的に還元するための方法及びシステム | |
| CH646699A5 (fr) | Procede de production de la vitamine b1 et de 2-methyl-4-amino-5-amino-methylpyrimidine et appareillage utilise a ce propos. | |
| FR2810996A1 (fr) | Procede d'electrolyse | |
| EP3157897B1 (en) | Integrated process for co-production of carboxylic acids and halogen products from carbon dioxide | |
| BE1000436A5 (fr) | Procede de reduction electrochimique d'acide nitrique en nitrate d'hydroxylamine. | |
| FR2561266A1 (fr) | Procede pour le traitement electrolytique de surface de metaux par la technique d'alimentation en energie par l'intermediaire d'un liquide | |
| US3844911A (en) | Method for producing adiponitrile | |
| BE1006386A3 (fr) | Procede de preparation de perfluoroalkylsulfonylfluorures. | |
| EP0198722B1 (fr) | Procédé de fabrication d'amino-alcools par réduction électrochimique de nitro-alcools | |
| EP0117371B1 (fr) | Procédé de préparation d'acides aminobenzoiques à partir des nitrotoluènes correspondants | |
| JP3392125B2 (ja) | カソードおよびその製造方法 | |
| RU2135458C1 (ru) | Способ получения янтарной кислоты | |
| KR890002864B1 (ko) | m-히드록시벤질알코올의 제조방법 | |
| US1143586A (en) | Process of producing chlorates of alkalis and alkaline earths. | |
| US5066369A (en) | Process for preparing para-aminophenol | |
| LU81828A1 (fr) | Procede de production de carbonates de metaux alcalins dans une cuve a membrane ou la membrane et la cathode sont en configuration contigue | |
| FR2639364A1 (fr) | Procede d'electrosynthese d'aldehydes | |
| CN101624705B (zh) | 氰化亚金钾的制备装置 | |
| US4505788A (en) | Production of p-aminobenzoylglutamic acid by electrochemical reduction | |
| WO2020053527A1 (fr) | Réacteur bio-électrochimique comportant une bio-anode et une anode abiotique et son utilisation pour l'électrosynthèse microbienne | |
| JPS5825753B2 (ja) | アジポニトリル ノ デンキカガクテキセイゾウホウ |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |