GB1307223A - Pesticidal compositions - Google Patents
Pesticidal compositionsInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic 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
- C07D213/02—Heterocyclic 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
- C07D213/04—Heterocyclic 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
- C07D213/24—Heterocyclic 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
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/53—Nitrogen atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, 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.
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)
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 |
-
1969
- 1969-06-16 GB GB3029069A patent/GB1307223A/en not_active Expired
-
1970
- 1970-06-03 ZA ZA703780A patent/ZA703780B/en unknown
Cited By (8)
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 |