DE1668970C3 - 2-Aminotridekan-hydrogentartrat und Verfahren zu dessen Herstellung - Google Patents
2-Aminotridekan-hydrogentartrat und Verfahren zu dessen HerstellungInfo
- Publication number
- DE1668970C3 DE1668970C3 DE1968S0114406 DES0114406A DE1668970C3 DE 1668970 C3 DE1668970 C3 DE 1668970C3 DE 1968S0114406 DE1968S0114406 DE 1968S0114406 DE S0114406 A DES0114406 A DE S0114406A DE 1668970 C3 DE1668970 C3 DE 1668970C3
- Authority
- DE
- Germany
- Prior art keywords
- aminotridekan
- hydrogen tartrate
- preparation
- hydrogen
- methanol
- 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
- FEWJPZIEWOKRBE-JCYAYHJZSA-M L-tartrate(1-) Chemical compound OC(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-M 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 6
- BGEHHAVMRVXCGR-UHFFFAOYSA-N methylundecylketone Natural products CCCCCCCCCCCCC=O BGEHHAVMRVXCGR-UHFFFAOYSA-N 0.000 claims description 2
- CYIFVRUOHKNECG-UHFFFAOYSA-N tridecan-2-one Chemical compound CCCCCCCCCCCC(C)=O CYIFVRUOHKNECG-UHFFFAOYSA-N 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000000126 substance Substances 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229940079593 drug Drugs 0.000 description 5
- FVRABHGHBLRNNR-UHFFFAOYSA-N liriodenine Natural products O=C1C=CC=c2c1cc3nccc4cc5OCOc5c2c34 FVRABHGHBLRNNR-UHFFFAOYSA-N 0.000 description 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 3
- 230000000843 anti-fungal effect Effects 0.000 description 3
- 230000000845 anti-microbial effect Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 238000006268 reductive amination reaction Methods 0.000 description 3
- 235000002906 tartaric acid Nutrition 0.000 description 3
- 239000011975 tartaric acid Substances 0.000 description 3
- 229940121375 antifungal agent Drugs 0.000 description 2
- FXQJFHYFOGHZTB-UHFFFAOYSA-M carbethopendecinium bromide Chemical compound [Br-].CCCCCCCCCCCCCCC([N+](C)(C)C)C(=O)OCC FXQJFHYFOGHZTB-UHFFFAOYSA-M 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- -1 platinum metals Chemical class 0.000 description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000893976 Nannizzia gypsea Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241001123227 Saccharomyces pastorianus Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 241001045770 Trichophyton mentagrophytes Species 0.000 description 1
- 241000223229 Trichophyton rubrum Species 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-M adipate(1-) Chemical compound OC(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-M 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- KHSLHYAUZSPBIU-UHFFFAOYSA-M benzododecinium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 KHSLHYAUZSPBIU-UHFFFAOYSA-M 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- MQANMCFSNPBYCQ-UHFFFAOYSA-N decan-2-amine Chemical compound CCCCCCCCC(C)N MQANMCFSNPBYCQ-UHFFFAOYSA-N 0.000 description 1
- 238000003113 dilution method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 229960004068 hexachlorophene Drugs 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229960000988 nystatin Drugs 0.000 description 1
- VQOXZBDYSJBXMA-NQTDYLQESA-N nystatin A1 Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/CC/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 VQOXZBDYSJBXMA-NQTDYLQESA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- RRLSSXNOPYHNQL-UHFFFAOYSA-N tetradecan-2-amine Chemical compound CCCCCCCCCCCCC(C)N RRLSSXNOPYHNQL-UHFFFAOYSA-N 0.000 description 1
- WCLHZVGJULAEJH-UHFFFAOYSA-N tridecan-2-amine Chemical compound CCCCCCCCCCCC(C)N WCLHZVGJULAEJH-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS163567 | 1967-03-06 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1668970A1 DE1668970A1 (de) | 1972-03-16 |
| DE1668970B2 DE1668970B2 (de) | 1978-07-13 |
| DE1668970C3 true DE1668970C3 (de) | 1979-03-22 |
Family
ID=5351180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1968S0114406 Expired DE1668970C3 (de) | 1967-03-06 | 1968-03-04 | 2-Aminotridekan-hydrogentartrat und Verfahren zu dessen Herstellung |
Country Status (11)
| Country | Link |
|---|---|
| AT (1) | AT280975B (OSRAM) |
| BE (1) | BE711541A (OSRAM) |
| CA (1) | CA921828A (OSRAM) |
| CH (1) | CH495942A (OSRAM) |
| DE (1) | DE1668970C3 (OSRAM) |
| DK (1) | DK138738B (OSRAM) |
| FI (1) | FI49495C (OSRAM) |
| FR (1) | FR1555349A (OSRAM) |
| GB (1) | GB1182562A (OSRAM) |
| NL (1) | NL6803193A (OSRAM) |
| YU (1) | YU32290B (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3976697A (en) | 1974-10-29 | 1976-08-24 | Texaco Inc. | Preparation of tertiary amines |
| GB1593194A (en) * | 1976-10-27 | 1981-07-15 | Ciba Geigy Ag | Method of controoling coccidial diseases |
-
1968
- 1968-03-01 BE BE711541D patent/BE711541A/xx unknown
- 1968-03-01 CH CH309268A patent/CH495942A/de not_active IP Right Cessation
- 1968-03-04 DE DE1968S0114406 patent/DE1668970C3/de not_active Expired
- 1968-03-04 GB GB1030668A patent/GB1182562A/en not_active Expired
- 1968-03-05 YU YU50968A patent/YU32290B/xx unknown
- 1968-03-05 AT AT215168A patent/AT280975B/de not_active IP Right Cessation
- 1968-03-06 CA CA014113A patent/CA921828A/en not_active Expired
- 1968-03-06 FR FR1555349D patent/FR1555349A/fr not_active Expired
- 1968-03-06 FI FI60968A patent/FI49495C/fi active
- 1968-03-06 DK DK92168A patent/DK138738B/da unknown
- 1968-03-06 NL NL6803193A patent/NL6803193A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI49495B (OSRAM) | 1975-04-01 |
| DK138738B (da) | 1978-10-23 |
| CA921828A (en) | 1973-02-27 |
| YU32290B (en) | 1974-08-31 |
| NL6803193A (OSRAM) | 1968-09-09 |
| DE1668970A1 (de) | 1972-03-16 |
| CH495942A (de) | 1970-09-15 |
| YU50968A (en) | 1974-02-28 |
| GB1182562A (en) | 1970-02-25 |
| BE711541A (OSRAM) | 1968-07-15 |
| FR1555349A (OSRAM) | 1969-01-24 |
| AT280975B (de) | 1970-05-11 |
| DK138738C (OSRAM) | 1979-03-26 |
| DE1668970B2 (de) | 1978-07-13 |
| FI49495C (fi) | 1975-07-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |