FR2124021A5 - Piperonyl butylate prepn - from chloromethyldihydrosafrole and monobutyl diethylene glycol ether alkali metal salt - Google Patents

Piperonyl butylate prepn - from chloromethyldihydrosafrole and monobutyl diethylene glycol ether alkali metal salt

Info

Publication number
FR2124021A5
FR2124021A5 FR7141122A FR7141122A FR2124021A5 FR 2124021 A5 FR2124021 A5 FR 2124021A5 FR 7141122 A FR7141122 A FR 7141122A FR 7141122 A FR7141122 A FR 7141122A FR 2124021 A5 FR2124021 A5 FR 2124021A5
Authority
FR
France
Prior art keywords
iii
chloromethyldihydrosafrole
alkali metal
metal salt
diethylene glycol
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
FR7141122A
Other languages
French (fr)
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.)
FMC Corp
Original Assignee
FMC Corp
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 FMC Corp filed Critical FMC Corp
Application granted granted Critical
Publication of FR2124021A5 publication Critical patent/FR2124021A5/en
Expired legal-status Critical Current

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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/13—Saturated ethers containing hydroxy or O-metal groups
    • C07C43/135—Saturated ethers containing hydroxy or O-metal groups having more than one ether bond
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

In the title process piperonyl butylate (I) is prepd by reacting an alkali metal salt of monobutyl diethylene glycol ether (II) and chloromethyldihydrosafrole (III) at 50 degrees C under an inert atmosphere, neutralising the mixt and distilling the mixt in vacuo to remove (II) and recover (I) as a residue distillation is effected at a temp prevent tar formation. (II) and (III) are only slightly coloured; (II) is prepd from a strong base and the ether at 90 degrees C in the presence of 1-5% amine esp. ethylene diamine and (III) by chloromethylating dihydrosafrole with HCHO and HCl, and treating the crude product with an alkane or cycloalkane to dissolve (III) and ppte the tars and finally removing the solvent (I) is synergistically effective with pyrethrin in insecticidal compsns.
FR7141122A 1970-11-19 1971-11-17 Piperonyl butylate prepn - from chloromethyldihydrosafrole and monobutyl diethylene glycol ether alkali metal salt Expired FR2124021A5 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US9118070A 1970-11-19 1970-11-19
US9117970A 1970-11-19 1970-11-19
US9114970A 1970-11-19 1970-11-19

Publications (1)

Publication Number Publication Date
FR2124021A5 true FR2124021A5 (en) 1972-09-15

Family

ID=27376863

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7141122A Expired FR2124021A5 (en) 1970-11-19 1971-11-17 Piperonyl butylate prepn - from chloromethyldihydrosafrole and monobutyl diethylene glycol ether alkali metal salt

Country Status (8)

Country Link
BE (1) BE775609A (en)
BR (1) BR7107715D0 (en)
CA (1) CA946850A (en)
DE (1) DE2157298A1 (en)
FR (1) FR2124021A5 (en)
IL (1) IL37983A0 (en)
IT (1) IT941137B (en)
NL (1) NL7115940A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114586799A (en) * 2022-03-25 2022-06-07 南京生兴有害生物防治技术股份有限公司 Pine wood nematode disease treating agent and preparation method thereof

Also Published As

Publication number Publication date
BE775609A (en) 1972-05-19
BR7107715D0 (en) 1973-02-22
IT941137B (en) 1973-03-01
DE2157298A1 (en) 1972-06-08
NL7115940A (en) 1972-05-24
CA946850A (en) 1974-05-07
IL37983A0 (en) 1971-12-29

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Legal Events

Date Code Title Description
ST Notification of lapse