GB1080282A - Dinitro carbonates,carboxylates and thioesters and pesticidal or herbicidal compositions - Google Patents

Dinitro carbonates,carboxylates and thioesters and pesticidal or herbicidal compositions

Info

Publication number
GB1080282A
GB1080282A GB273563A GB273563A GB1080282A GB 1080282 A GB1080282 A GB 1080282A GB 273563 A GB273563 A GB 273563A GB 273563 A GB273563 A GB 273563A GB 1080282 A GB1080282 A GB 1080282A
Authority
GB
United Kingdom
Prior art keywords
groups
oxygen
substituted
sulphur atom
phenyl
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
GB273563A
Inventor
Max Pianka
John Duncan Edwards
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.)
Murphy Chemical Co Ltd
Original Assignee
Murphy Chemical Co Ltd
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 Murphy Chemical Co Ltd filed Critical Murphy Chemical Co Ltd
Priority to GB273563A priority Critical patent/GB1080282A/en
Priority to GB362464A priority patent/GB1098351A/en
Priority to IL2155464A priority patent/IL21554A/en
Priority to DK310264A priority patent/DK112628B/en
Priority to CH814664A priority patent/CH492392A/en
Priority to DE1964M0061462 priority patent/DE1493988B2/en
Priority to NL6407085A priority patent/NL141860B/en
Priority to FR979191A priority patent/FR1403203A/en
Priority to BE649594D priority patent/BE649594A/xx
Priority to DK503666A priority patent/DK116558B/en
Priority to US588624A priority patent/US3453318A/en
Publication of GB1080282A publication Critical patent/GB1080282A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C205/23—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring having two nitro groups bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
    • C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/43—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/12—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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

The invention comprises compounds of the general formula <FORM:1080282/C2/1> in which X is an oxygen or a sulphur atom; Y is an oxygen or a sulphur atom or is a bond; R1 is a saturated or unsaturated aliphatic hydrocarbon residue which may be substituted with one or more of the following substituents: halogen atoms, aryl groups, alkoxy groups, alicyclic and heterocyclic groups; or is a phenyl, substituted phenyl, naphthyl, substituted naphthyl, heterocyclic or alicyclic groups, and R2 is a branched alkyl group containing 3-12 carbon atoms. The compounds in which Y is an oxygen or sulphur atom may be made by reacting the corresponding 2-R2-4,6-dinitro-5-methyl phenol or phenoxide with a haloformic acid ester Z.CX.YR1 where Y is O or S and Z is chlorine bromine or iodine. The compounds in which Y is a bond are made by reacting the above-mentioned phenols or functional derivatives thereof, such as a phenoxide, with an acylating derivative of an acid R1-COOH, such as an anhydride or halide. The 2-R2-4,6-dinitro-5-methyl phenols are made by nitration of the 2-R2-5-methylphenol (R2 being iso-propyl, s-butyl, t-butyl, s-amyl or capryl). The 2-R2-5-methylphenols (where R2 is s-butyl, s-amyl or capryl) are made by alkylating m-cresol with the corresponding alcohol R2OH.ALSO:A pesticidal or herbicidal composition comprises a compound of the general formula: <FORM:1080282/A5-A6/1> in which X is an oxygen or a sulphur atom, Y is an oxygen or a sulphur atom or is a bond, R1 is a saturated or unsaturated aliphatic hydrocarbon residue which may be substituted with one or more of the substituents:-halogen atoms, aryl groups, alkoxy groups, alicyclic and heterocyclic groups, or is a phenyl, substituted phenyl, naphthyl, substituted naphthyl, heterocyclic or alicyclic groups, and R2 is a branched alkyl group containing 3-12 carbon atoms, in association with a carrier or diluent. The composition may be in the form of a solution, emulsion, aerosol, dust, wettable powder, granulate, pellet, paste or thermal fumigating mixture. The compositions may contain other compounds having pesticidal or herbicidal activity, for example, propham (i.e. isopropyl N-phenylcarbamate), endothal-Na (i.e. disodium 7-oxabicyclo [2,2,1] heptane-2,3-dicarboxylate), 5-amino-4-chloro-2 -phenyl-3-pyridazone.
GB273563A 1961-05-05 1963-06-22 Dinitro carbonates,carboxylates and thioesters and pesticidal or herbicidal compositions Expired GB1080282A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
GB273563A GB1080282A (en) 1963-06-22 1963-06-22 Dinitro carbonates,carboxylates and thioesters and pesticidal or herbicidal compositions
GB362464A GB1098351A (en) 1963-06-22 1964-01-28 Improvements in or relating to herbicides
IL2155464A IL21554A (en) 1963-06-22 1964-06-16 T-butyl dinitrophenyl carboxylate esters
DK310264A DK112628B (en) 1963-06-22 1964-06-19 Selective pre-emergence herbicide.
CH814664A CH492392A (en) 1963-06-22 1964-06-22 Selective weedkiller and process for its preparation
DE1964M0061462 DE1493988B2 (en) 1963-06-22 1964-06-22 USE OF 2,4-DINITRO-3-METHYL-6-T-BUTYLPHENYLESTERS AS PRE-EMERGENCY HERBICIDES
NL6407085A NL141860B (en) 1963-06-22 1964-06-22 PROCESS FOR THE PREPARATION OF HERBICIDES.
FR979191A FR1403203A (en) 1963-06-22 1964-06-22 Herbicidal agents, novel aromatic esters usable as such, and process for their preparation
BE649594D BE649594A (en) 1963-06-22 1964-06-22
DK503666A DK116558B (en) 1963-06-22 1966-09-29 Selective pre-emergence herbicide.
US588624A US3453318A (en) 1961-05-05 1966-10-21 2-t-butyl-5-methyl-4,6-dinitrophenyl carboxylates

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB273563A GB1080282A (en) 1963-06-22 1963-06-22 Dinitro carbonates,carboxylates and thioesters and pesticidal or herbicidal compositions
GB4581863 1963-11-20
GB362464A GB1098351A (en) 1963-06-22 1964-01-28 Improvements in or relating to herbicides

Publications (1)

Publication Number Publication Date
GB1080282A true GB1080282A (en) 1967-08-23

Family

ID=27254113

Family Applications (2)

Application Number Title Priority Date Filing Date
GB273563A Expired GB1080282A (en) 1961-05-05 1963-06-22 Dinitro carbonates,carboxylates and thioesters and pesticidal or herbicidal compositions
GB362464A Expired GB1098351A (en) 1961-05-05 1964-01-28 Improvements in or relating to herbicides

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB362464A Expired GB1098351A (en) 1961-05-05 1964-01-28 Improvements in or relating to herbicides

Country Status (7)

Country Link
BE (1) BE649594A (en)
CH (1) CH492392A (en)
DE (1) DE1493988B2 (en)
DK (2) DK112628B (en)
GB (2) GB1080282A (en)
IL (1) IL21554A (en)
NL (1) NL141860B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2532645A1 (en) * 1982-09-07 1984-03-09 Rhone Poulenc Agrochimie PROCESS FOR THE REMOVAL OF NITROSANTS FROM NITRATED AROMATIC COMPOUNDS
EP0312931A2 (en) * 1987-10-19 1989-04-26 The Dow Chemical Company Process for the preparation of amino-1,3 benzenediol

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2532645A1 (en) * 1982-09-07 1984-03-09 Rhone Poulenc Agrochimie PROCESS FOR THE REMOVAL OF NITROSANTS FROM NITRATED AROMATIC COMPOUNDS
EP0312931A2 (en) * 1987-10-19 1989-04-26 The Dow Chemical Company Process for the preparation of amino-1,3 benzenediol
EP0312931A3 (en) * 1987-10-19 1990-06-27 The Dow Chemical Company Process for the preparation of amino-1,3 benzenediol

Also Published As

Publication number Publication date
DK116558B (en) 1970-01-19
DE1493988B2 (en) 1976-12-09
GB1098351A (en) 1968-01-10
DK112628B (en) 1968-12-30
CH492392A (en) 1970-06-30
IL21554A (en) 1968-04-25
NL141860B (en) 1974-04-16
NL6407085A (en) 1964-12-23
DE1493988A1 (en) 1971-07-29
BE649594A (en) 1964-12-22

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