GB801710A - N-polyoxyalkylene derivatives of heterocyclic amines - Google Patents
N-polyoxyalkylene derivatives of heterocyclic aminesInfo
- Publication number
- GB801710A GB801710A GB16431/57A GB1643157A GB801710A GB 801710 A GB801710 A GB 801710A GB 16431/57 A GB16431/57 A GB 16431/57A GB 1643157 A GB1643157 A GB 1643157A GB 801710 A GB801710 A GB 801710A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mols
- ethylene
- oxide
- propylene
- piperidine
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4993—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61Q17/005—Antimicrobial preparations
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises N-polyoxyalkylene derivatives of piperidine and pyrrolidine having the general formula R-(Y-O-)-xH wherein R represents piperidyl or pyrrolidyl, each Y represents an ethylene, propylene or butylene radical and x is an integer of at least 6. They may be prepared by reacting the amine with one or more appropriate alkylene oxides in the amount necessary to introduce the desired numbers of oxyalkylene units. The alkylene oxide may be introduced portionwise. Products containing mixed oxyalkylene units may be prepared by reacting the different alkylene oxides simultaneously or successively. Reaction temperatures of 75-175 DEG C. and pressures of 10-175 lbs./sq. inch may be used. Catalysts such as sodium or potassium hydroxide may be present. The products are useful as wetting, emulsifying or dispersing agents and may be used, e.g. with a finely divided solid or liquid carrier, for insecticidal or germicidal purposes (see Group VI). Examples describe the preparation of polyoxy alkylene derivatives from each amine and (1) 10 mols. of ethylene oxide, (2) 10-11 mols. of propylene oxide, (3) 9-10 mols. of 1:2-epoxy butane (reacted in two portions) and (4) 10 mols. of an equimolar mixture of ethylene and propylene oxides and from piperidine and 30 mols. of ethylene oxide (reacted in two portions) or, in two separate stages, 10 mols. of 1:2-epoxy butane and 10 mols. of ethylene oxide. Another specified alkylene oxide is 2:3-epoxy butane.ALSO:The invention comprises N-polyoxyalkylene derivatives of piperidine and pyrrolidine having the general formula R-(Y-O-)-a H, wherein R represents piperidyl or pyrrolidyl, each Y represents an ethylene, propylene or butylene radical and x is an integer not less than 6. They may be prepared by reacting the amine with one or more appropriate alkylene oxides in amount sufficient to introduce the required number of oxyalkylene units. Reaction may be effected at 75-175 DEG C. under a pressure of 10-175 lbs./sq. inch, if desired in the presence of a catalyst such as sodium or potassium hydroxide. The alkylene oxide may be reacted portionwise. Products containing mixed oxyalkylene units may be prepared by introducing the different alkylene oxides simultaneously or successively into the reaction mixture. The products are useful as wetting, emulsifying and dispersing agents and in the control of insects and bactericidal organisms (see Group VI). Examples describe the preparation of polyoxyalkylene derivatives from each amine and (1) 10 mols. of ethylene oxide, (2) 10-11 mols. of propylene oxide, (3) 9-10 mols. of 1:2-epoxy butane (reacted in two portions) and (4) 10 mols. of an equimolar mixture of ethylene and propylene oxides and from piperidine and 30 mols. of ethylene oxide (reacted in two portions) or, in two separate reaction stages, 10 mols. 1:2-epoxy butane and 10 mols. ethylene oxide. Another specified alkylene oxide is 2:3-epoxy butane.ALSO:Insecticidal and germicidal compositions comprise, as the active ingredient, an N-poly-oxyalkylene derivative of piperidine or pyrrolidine having the general formula R-(Y-O-)-xH wherein R represents piperidyl or pyrrolidyl, each Y represents an ethylene, propylene or butylene radical and x is an integer of at least 6. The compounds may be used in admixture with a finely divided solid or liquid carrier in the control of, for example, aphids, Aspergillus terreus, Salmonella typhosa, Staphylococcus aureus and Rhizopus nigricans. Specified compounds are derived from piperidine or pyrrolidine and 10 mols. ethylene oxide, 10-11 mols. of propylene oxide, 9-10 mols. of 1 : 2-epoxy-butane or 10 mols. of an equimolar mixture of ethylene and propylene oxides and from piperidine and either 30 mols. of ethylene oxide or 10 mols. of 1 : 2-epoxy butane and thereafter 10 mols. of ethylene oxide. The derivatives containing 2 : 3-epoxy butylene radicals are also referred to. The preparation of the active compounds is given (see Group IV(b)).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US801710XA | 1956-07-02 | 1956-07-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB801710A true GB801710A (en) | 1958-09-17 |
Family
ID=22155709
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16431/57A Expired GB801710A (en) | 1956-07-02 | 1957-05-23 | N-polyoxyalkylene derivatives of heterocyclic amines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB801710A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0047226A2 (en) * | 1980-09-02 | 1982-03-10 | Sandoz Ag | Piperidylidene derivatives, their production and pharmaceutical compositions containing them |
GB2175597A (en) * | 1982-12-23 | 1986-12-03 | Procter & Gamble | Ethoxylated mono-amines |
-
1957
- 1957-05-23 GB GB16431/57A patent/GB801710A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0047226A2 (en) * | 1980-09-02 | 1982-03-10 | Sandoz Ag | Piperidylidene derivatives, their production and pharmaceutical compositions containing them |
EP0047226A3 (en) * | 1980-09-02 | 1982-05-05 | Sandoz Ag | Piperidylidene derivatives, their production and pharmaceutical compositions containing them |
GB2175597A (en) * | 1982-12-23 | 1986-12-03 | Procter & Gamble | Ethoxylated mono-amines |
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