GB632589A - Production of insecticides and synergists - Google Patents
Production of insecticides and synergistsInfo
- Publication number
- GB632589A GB632589A GB5452/47A GB545247A GB632589A GB 632589 A GB632589 A GB 632589A GB 5452/47 A GB5452/47 A GB 5452/47A GB 545247 A GB545247 A GB 545247A GB 632589 A GB632589 A GB 632589A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethers
- compounds
- alkyl
- glycol
- hydrocarbon radical
- 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
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/54—Radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Methylene dioxy ethers of the general formula <FORM:0632589/IV (b)/1> where R is a saturated bivalent aliphatic hydrocarbon radical, A is hydrogen or alkyl, R1 is alkyl, cycloalkyl, aralkyl, aryl, or heterocyclic, A1 is a saturated bivalent hydrocarbon radical having two or three carbon atoms and n is an integer from 1 to 3, are prepared by reacting with splitting off of sodium halide, an organic sodium alcoholate and an organic halide, the organic radical of one of the organic reactants being <FORM:0632589/IV (b)/2> and the other being <FORM:0632589/IV (b)/3> compounds of the first type mentioned include methylenedioxy propyl benzyl chloride, 1-(3 : 4 - methylenedioxyphenyl) - chlorpropane, 3 - (3 : 4 - methylenedioxyphenyl) - bromopropane, and piperonyl bromide. Compounds of the second type mentioned include ethers of monoethylene glycol and polyethylene glycols such as diethylene glycol monobutyl ether, ethylene glycol monomethyl ether, diethylene glycol ethyl ether, triethylene glycol ethyl ether, ethylene glycol butyl ether and the hexyl and octyl ethers of ethylene glycol and diethylene glycol, and ethers containing instead of an alkyl group an aryl, heterocyclic or carbocyclic group such as tetrahydro furfuryl and phenyl ethers as well as ethers of higher glycols such as propylene glycol and hexylene glycol. Numerous examples are given. The compounds are stated to be powerful insecticides and synergists.ALSO:Insecticidal compositions comprise compounds of the general formula <FORM:0632589/VI/1> where R is a saturated bivalent aliphatic hydrocarbon radical, A is hydrogen or alkyl, R1 is alkyl, cyclalkyl aralkyl, aryl or or heterocyclic, A1 is a saturated bivalent hydrocarbon radical having two or three carbon atoms and n is an integer from 1 to 3. They may be mixed with pyrethrins, enabling a small amount of pyrethrins to be used such as in the proportion of 30 mg. of pyrethrin and 300 mg. of the above compound dissolved in 100 c.cs. of kerosene. The compounds can also be used as active ingredients in insecticidal dusts such as a dust base made from 2.5 per cent. of the above compound, 0.2 per cent. of pyrethrins on a carrier of exhausted pyrethrin flowers. This base may be further diluted by a carrier such as talc.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US271849XA | 1946-04-01 | 1946-04-01 | |
US70846XA | 1946-08-07 | 1946-08-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB632589A true GB632589A (en) | 1949-11-28 |
Family
ID=26676479
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5452/47A Expired GB632589A (en) | 1946-04-01 | 1947-02-25 | Production of insecticides and synergists |
Country Status (4)
Country | Link |
---|---|
CH (1) | CH271849A (en) |
DE (1) | DE913716C (en) |
FR (1) | FR944164A (en) |
GB (1) | GB632589A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0547971A1 (en) * | 1991-12-18 | 1993-06-23 | Roussel Uclaf | Method of hydroxylation of activated aromatic molecules |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1037750B (en) * | 1956-05-18 | 1958-08-28 | Basf Ag | Use of derivatives of methylenedioxybenzene as pest repellent |
DE1058306B (en) * | 1957-11-19 | 1959-05-27 | Basf Ag | Pest repellants |
-
1947
- 1947-02-25 GB GB5452/47A patent/GB632589A/en not_active Expired
- 1947-03-29 FR FR944164D patent/FR944164A/en not_active Expired
- 1947-04-01 CH CH271849D patent/CH271849A/en unknown
-
1951
- 1951-03-23 DE DEU1374A patent/DE913716C/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0547971A1 (en) * | 1991-12-18 | 1993-06-23 | Roussel Uclaf | Method of hydroxylation of activated aromatic molecules |
US5315018A (en) * | 1991-12-18 | 1994-05-24 | Roussel-Uclaf | Process for the functionalization of organic molecules |
Also Published As
Publication number | Publication date |
---|---|
FR944164A (en) | 1949-03-29 |
DE913716C (en) | 1954-06-18 |
CH271849A (en) | 1950-11-30 |
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