GB1307223A - Pesticidal compositions - Google Patents

Pesticidal compositions

Info

Publication number
GB1307223A
GB1307223A GB3029069A GB1307223DA GB1307223A GB 1307223 A GB1307223 A GB 1307223A GB 3029069 A GB3029069 A GB 3029069A GB 1307223D A GB1307223D A GB 1307223DA GB 1307223 A GB1307223 A GB 1307223A
Authority
GB
United Kingdom
Prior art keywords
formula
dichloroglyoxime
prepared
reaction
solution
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
GB3029069A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of GB1307223A publication Critical patent/GB1307223A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53Nitrogen atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1307223 Dioximes IMPERIAL CHEMICAL INDUSTRIES Ltd 22 May 1970 [16 June 1969] 30290/69 Heading C2C [Also in Division A5] The invention comprises compounds of the general Formula I wherein X is a halogen atom, a cyano, anilino or pyridinium group; Y is a halogen atom, a cyano, amino, dithiocarbamate, thiourea, pyridinium or mercapto group and R 1 and R 2 are hydrogen atoms or ester groups, provided that X and Y are not both chlorine, anilino or pyridinium when R 1 and R 2 are both hydrogen. Dichloroglyoxime bis-methyl carbamate of Formula III may be prepared by reaction of dichloroglyoxime with two equivalents of methyl isocyanate in ethereal solution in the presence of 2-3 drops of N-ethyl morpholine at reflux temperature for 1¢ hours. After allowing the mixture to stand for several hours, the crystalline product is recrystallized from light petroleum. 1,2- Dichloroglyoxime mono - (3,4 - dichlorophenyl carbamate) of Formula IV is prepared by reaction of dichloroglyoxime with 3,4 - dichlorophenylisocyanate under similar conditions to those described above. The potassium salt of 2-chloro - 1 (2,2-dicyano-1- mercaptovinyl - thio)ethane - 1,2 - dionedioxime of Formula VII is prepared by reaction of an alcoholic solution of dichloroglyoxime with an aqueous solution of di - potassium - 1,1 - dicyano - ethylene - 2,2<SP>1</SP>- dithiol, followed by recrystallization from aqueous dimethylformamide. The potassium salt of S - (2 - chloro - 1,2 - dihydroxy - iminoethyl)N - cyano - dithiocarbamate of Formula VIII is prepared by reaction of a methanolic solution of dichloroglyoxime with an aqueous solution of potassium N-cyanodithiocarbamate under nitrogen, followed by recrystallization from aqueous dimethylformamide. 1,2 -Dicyano - glyoxime - bis - (methylcarbamate) of Formula IX is prepared by reaction of dicyanoglyoxime withmethyl isocyanate in ethereal solution in the presence of 1-2 drops of N-ethyl morpholine base catalyst, followed by recrystallization from light petroleum. 1,2-Dicyanoglyoximebis - (3,4 - dichlorophenylcarbamate) of Formula X is prepared from dicyanoglyoxime and 3,4- dichlorophenyl-isocyanate in a similar manner to the preparation of the compound of Formula IX.
GB3029069A 1969-06-16 1969-06-16 Pesticidal compositions Expired GB1307223A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3029069 1969-06-16

Publications (1)

Publication Number Publication Date
GB1307223A true GB1307223A (en) 1973-02-14

Family

ID=10305294

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3029069A Expired GB1307223A (en) 1969-06-16 1969-06-16 Pesticidal compositions

Country Status (2)

Country Link
GB (1) GB1307223A (en)
ZA (1) ZA703780B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0571313A2 (en) * 1992-05-18 1993-11-24 Katayama Chemical, Inc. An industrial microbicide and a method for killing microbes for industrial use
EP0636605A1 (en) * 1993-07-27 1995-02-01 Junsei Chemical Co., Ltd. Production method of organic solvent solution of dichloroglyoxime
EP0824862A1 (en) * 1996-08-14 1998-02-25 Rohm And Haas Company Dihaloformaldoxime carbamates as antimicrobial agents
US5874476A (en) * 1997-07-14 1999-02-23 Rohm And Haas Company Dihaloformaldoxime carbamates as antimicrobial agents

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0571313A2 (en) * 1992-05-18 1993-11-24 Katayama Chemical, Inc. An industrial microbicide and a method for killing microbes for industrial use
EP0571313A3 (en) * 1992-05-18 1994-06-01 Katayama Chemical Works Co An industrial microbicide and a method for killing microbes for industrial use
US5411990A (en) * 1992-05-18 1995-05-02 Yoshitomi Pharmaceutical Industries Ltd. Industrial microbicide and a method for killing microbes for industrial use
KR100290717B1 (en) * 1992-05-18 2001-10-24 가다야마 히로히꼬 Industrial germicide and method for industrial sterilization
EP0636605A1 (en) * 1993-07-27 1995-02-01 Junsei Chemical Co., Ltd. Production method of organic solvent solution of dichloroglyoxime
US5476967A (en) * 1993-07-27 1995-12-19 Junsei Chemical Co., Ltd. Production method of organic solvent solution of dichloroglyoxime
EP0824862A1 (en) * 1996-08-14 1998-02-25 Rohm And Haas Company Dihaloformaldoxime carbamates as antimicrobial agents
US5874476A (en) * 1997-07-14 1999-02-23 Rohm And Haas Company Dihaloformaldoxime carbamates as antimicrobial agents

Also Published As

Publication number Publication date
ZA703780B (en) 1972-01-26

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee