GB632589A - Production of insecticides and synergists - Google Patents

Production of insecticides and synergists

Info

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
Application number
GB5452/47A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
US IND CHEMICALS Inc
U S Ind Chemicals Inc
Original Assignee
US IND CHEMICALS Inc
U S Ind Chemicals Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by US IND CHEMICALS Inc, U S Ind Chemicals Inc filed Critical US IND CHEMICALS Inc
Publication of GB632589A publication Critical patent/GB632589A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic 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
    • C07D317/46Heterocyclic 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
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes 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
    • C07D317/54Radicals 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.
GB5452/47A 1946-04-01 1947-02-25 Production of insecticides and synergists Expired GB632589A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (2)

* Cited by examiner, † Cited by third party
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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