DE2244884C3 - 1 -n-Octylaminomethyl^-n-octylamino-cyclopentan, ein Verfahren zu dessen Herstellung und seine Verwendung als mikrobicider Wirkstoff - Google Patents
1 -n-Octylaminomethyl^-n-octylamino-cyclopentan, ein Verfahren zu dessen Herstellung und seine Verwendung als mikrobicider WirkstoffInfo
- Publication number
- DE2244884C3 DE2244884C3 DE2244884A DE2244884A DE2244884C3 DE 2244884 C3 DE2244884 C3 DE 2244884C3 DE 2244884 A DE2244884 A DE 2244884A DE 2244884 A DE2244884 A DE 2244884A DE 2244884 C3 DE2244884 C3 DE 2244884C3
- Authority
- DE
- Germany
- Prior art keywords
- compound
- octylaminomethyl
- cyclopentane
- octylamino
- active ingredient
- 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
- 230000003641 microbiacidal effect Effects 0.000 title claims description 9
- 239000004480 active ingredient Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims 2
- -1 1 -n-Octylaminomethyl Chemical group 0.000 title description 4
- 238000000034 method Methods 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 25
- CNDHHGUSRIZDSL-UHFFFAOYSA-N 1-chlorooctane Chemical compound CCCCCCCCCl CNDHHGUSRIZDSL-UHFFFAOYSA-N 0.000 claims description 3
- 238000004508 fractional distillation Methods 0.000 claims description 3
- SRGQQZYVZFJYHJ-UHFFFAOYSA-N 2-(aminomethyl)cyclopentan-1-amine Chemical compound NCC1CCCC1N SRGQQZYVZFJYHJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 8
- 239000002904 solvent Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 244000052616 bacterial pathogen Species 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- 241000863548 Paralecanium expansum Species 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 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 2
- 229960004068 hexachlorophene Drugs 0.000 description 2
- YLSAHVZXIVLINQ-UHFFFAOYSA-N n-octyl-2-[(octylamino)methyl]cyclopentan-1-amine Chemical compound CCCCCCCCNCC1CCCC1NCCCCCCCC YLSAHVZXIVLINQ-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229940087291 tridecyl alcohol Drugs 0.000 description 2
- YKGDAMWMFVRGDH-UHFFFAOYSA-N 1-(aminomethyl)cyclopentan-1-amine Chemical compound NCC1(N)CCCC1 YKGDAMWMFVRGDH-UHFFFAOYSA-N 0.000 description 1
- LHJGJYXLEPZJPM-UHFFFAOYSA-N 2,4,5-trichlorophenol Chemical compound OC1=CC(Cl)=C(Cl)C=C1Cl LHJGJYXLEPZJPM-UHFFFAOYSA-N 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 244000110797 Polygonum persicaria Species 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940124561 microbicide Drugs 0.000 description 1
- 239000002855 microbicide agent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical class CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 150000003112 potassium compounds Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000126 substance Substances 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2244884A DE2244884C3 (de) | 1972-09-13 | 1972-09-13 | 1 -n-Octylaminomethyl^-n-octylamino-cyclopentan, ein Verfahren zu dessen Herstellung und seine Verwendung als mikrobicider Wirkstoff |
| US383678A US3879458A (en) | 1972-09-13 | 1973-07-30 | Microbiocidal compound and process for the preparation thereof |
| CH1172673A CH589598A5 (Direct) | 1972-09-13 | 1973-08-15 | |
| FR7332568A FR2224149A1 (en) | 1972-09-13 | 1973-09-11 | 1,2 Substd cyclopentanes - used as bactericides |
| NL7312589A NL162894C (nl) | 1972-09-13 | 1973-09-12 | Werkwijze voor het bereiden van een microbicide preparaat en werkwijze voor het bereiden van een n,n&001-dialkylalkyleenderivaat. |
| AT790373A AT325594B (de) | 1972-09-13 | 1973-09-12 | Verfahren zur herstellung des neuen 1-octylaminomethyl-2-octylamino-cyclopentans |
| NLAANVRAGE7908727,A NL170625C (nl) | 1972-09-13 | 1979-12-03 | Werkwijze voor het bereiden van een microbicide preparaat, gevormd preparaat en werkwijze voor het bereiden van een n-alkyl-alkyleendiaminederivaat. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2244884A DE2244884C3 (de) | 1972-09-13 | 1972-09-13 | 1 -n-Octylaminomethyl^-n-octylamino-cyclopentan, ein Verfahren zu dessen Herstellung und seine Verwendung als mikrobicider Wirkstoff |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2244884A1 DE2244884A1 (de) | 1974-05-02 |
| DE2244884B2 DE2244884B2 (Direct) | 1974-07-04 |
| DE2244884C3 true DE2244884C3 (de) | 1975-03-06 |
Family
ID=5856206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2244884A Expired DE2244884C3 (de) | 1972-09-13 | 1972-09-13 | 1 -n-Octylaminomethyl^-n-octylamino-cyclopentan, ein Verfahren zu dessen Herstellung und seine Verwendung als mikrobicider Wirkstoff |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3879458A (Direct) |
| AT (1) | AT325594B (Direct) |
| CH (1) | CH589598A5 (Direct) |
| DE (1) | DE2244884C3 (Direct) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3227761A (en) * | 1962-12-26 | 1966-01-04 | Monsanto Res Corp | Fluorine-containing amines |
-
1972
- 1972-09-13 DE DE2244884A patent/DE2244884C3/de not_active Expired
-
1973
- 1973-07-30 US US383678A patent/US3879458A/en not_active Expired - Lifetime
- 1973-08-15 CH CH1172673A patent/CH589598A5/xx not_active IP Right Cessation
- 1973-09-12 AT AT790373A patent/AT325594B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AT325594B (de) | 1975-10-27 |
| DE2244884B2 (Direct) | 1974-07-04 |
| US3879458A (en) | 1975-04-22 |
| DE2244884A1 (de) | 1974-05-02 |
| CH589598A5 (Direct) | 1977-07-15 |
| ATA790373A (de) | 1975-01-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |