GB748422A - Thiadiazole derivatives and compositions containing them - Google Patents
Thiadiazole derivatives and compositions containing themInfo
- Publication number
- GB748422A GB748422A GB2192153A GB2192153A GB748422A GB 748422 A GB748422 A GB 748422A GB 2192153 A GB2192153 A GB 2192153A GB 2192153 A GB2192153 A GB 2192153A GB 748422 A GB748422 A GB 748422A
- Authority
- GB
- United Kingdom
- Prior art keywords
- halogen
- volatile
- thiadiazole
- substituents
- acetone
- 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
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises compounds of formula <FORM:0748422/IV(a)/1> wherein R denotes a benzyl radical bearing one or more halogen atoms or nitro groups as substituents in the benzene nucleus. The compounds are prepared by heating a compound R-halogen, where the halogen is preferably chlorine, with 2 : 5-dimercapto-1 : 3 : 4-thiadiazole in presence of an alkaline condensing agent, e.g. sodium or potassium hydroxide, and preferably in an anhydrous medium. The examples describe the preparation of 2 : 5-bis-41-nitrobenzylthio- and 2 : 5-bis-41-chlorobenzylthio-1 : 3 : 4-thiadiazole.ALSO:An acaricidal composition comprises a compound of formula <FORM:0748422/VI/1> wherein R denotes a benzyl radical which is either unsubstituted or bears one or more halogen atoms (preferably chlorine) or nitro groups as substituents in the benzene nucleus, together with a diluent or carrier. The composition may have the form of a dust, dispersion, emulsion or a solution giving a mist or aerosol. Diluents, carriers and ancillary substances specified are pulverulent solids (e.g. kaolin); water; water miscible organic solvents (e.g. acetone); paraffin oils (e.g. white oil); aromatic hydrocarbons boiling within the range 80-300 DEG C. (e.g. benzene, xylene); wetting, dispersing, suspending and emulsifying agents; magnesium sulphate; and mixtures of a non-volatile oil (e.g. vegetable oil) and a miscible volatile supplementary solvent (e.g. cyclohexanone or acetone) preferably incorporating a volatile propellant (e.g. a mixture of chloro-fluoroderivatives of methane and ethane).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2192153A GB748422A (en) | 1953-08-07 | 1953-08-07 | Thiadiazole derivatives and compositions containing them |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2192153A GB748422A (en) | 1953-08-07 | 1953-08-07 | Thiadiazole derivatives and compositions containing them |
Publications (1)
Publication Number | Publication Date |
---|---|
GB748422A true GB748422A (en) | 1956-05-02 |
Family
ID=10171049
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2192153A Expired GB748422A (en) | 1953-08-07 | 1953-08-07 | Thiadiazole derivatives and compositions containing them |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB748422A (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3676449A (en) * | 1970-01-22 | 1972-07-11 | American Cyanamid Co | 1,3,4-thiadiazole-bridged thiomethylenephenol antioxidants |
US4410703A (en) * | 1975-07-24 | 1983-10-18 | Mobil Oil Corporation | Substituted dimercapto thiadiazoles and lubricant compositions containing same |
EP0369234A2 (en) * | 1988-11-12 | 1990-05-23 | Bayer Ag | 2,5-Disubstituted 1,3,4-thiadiazole derivatives, process for their preparation and their use as pesticides |
US8569210B2 (en) | 2008-06-26 | 2013-10-29 | Suncor Energy Inc. | Turfgrass fungicide formulation with pigment |
US8747874B2 (en) | 2004-05-18 | 2014-06-10 | Suncor Energy Inc. | Spray oil and method of use thereof for controlling turfgrass pests |
US9226504B2 (en) | 2010-09-09 | 2016-01-05 | Suncor Energy Inc. | Synergistic paraffinic oil and boscalid fungicides |
US9357768B2 (en) | 2006-10-05 | 2016-06-07 | Suncor Energy Inc. | Herbicidal composition with increased herbicidal efficacy |
US9451773B2 (en) | 2011-06-03 | 2016-09-27 | Suncor Energy Inc. | Paraffinic oil-in-water emulsions for controlling infection of crop plants by fungal pathogens |
US12207655B2 (en) | 2019-02-15 | 2025-01-28 | Nutrien Ag Solutions (Canada) Inc. | Protoporphyrin IX derivatives and use thereof to improve the health of plants |
-
1953
- 1953-08-07 GB GB2192153A patent/GB748422A/en not_active Expired
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3676449A (en) * | 1970-01-22 | 1972-07-11 | American Cyanamid Co | 1,3,4-thiadiazole-bridged thiomethylenephenol antioxidants |
US4410703A (en) * | 1975-07-24 | 1983-10-18 | Mobil Oil Corporation | Substituted dimercapto thiadiazoles and lubricant compositions containing same |
EP0369234A2 (en) * | 1988-11-12 | 1990-05-23 | Bayer Ag | 2,5-Disubstituted 1,3,4-thiadiazole derivatives, process for their preparation and their use as pesticides |
EP0369234A3 (en) * | 1988-11-12 | 1990-10-24 | Bayer Ag | 2,5-disubstituted 1,3,4-thiadiazole derivatives, process for their preparation and their use as pesticides |
US4992456A (en) * | 1988-11-12 | 1991-02-12 | Bayer Aktiengesellschaft | Fungicidal 2,5-disubstituted 1,3,4-thiadiazoles |
US8747874B2 (en) | 2004-05-18 | 2014-06-10 | Suncor Energy Inc. | Spray oil and method of use thereof for controlling turfgrass pests |
US9999219B2 (en) | 2004-05-18 | 2018-06-19 | Suncor Energy Inc. | Spray oil and method of use therof for controlling turfgrass pests |
US9801369B2 (en) | 2006-10-05 | 2017-10-31 | Suncor Energy Inc. | Herbicidal composition with increased herbicidal efficacy |
US9357768B2 (en) | 2006-10-05 | 2016-06-07 | Suncor Energy Inc. | Herbicidal composition with increased herbicidal efficacy |
US8853128B2 (en) | 2008-06-26 | 2014-10-07 | Suncor Energy Inc. | Turfgrass fungicide formulation with pigment |
US8569210B2 (en) | 2008-06-26 | 2013-10-29 | Suncor Energy Inc. | Turfgrass fungicide formulation with pigment |
US9485988B2 (en) | 2008-06-26 | 2016-11-08 | Suncor Energy Inc. | Turfgrass fungicide formulation with pigment |
US9826738B2 (en) | 2008-06-26 | 2017-11-28 | Suncor Energy Inc. | Turfgrass fungicide formulation with pigment |
US9226504B2 (en) | 2010-09-09 | 2016-01-05 | Suncor Energy Inc. | Synergistic paraffinic oil and boscalid fungicides |
US9750249B2 (en) | 2010-09-09 | 2017-09-05 | Suncor Energy Inc. | Synergistic paraffinic oil and boscalid fungicides |
US9451773B2 (en) | 2011-06-03 | 2016-09-27 | Suncor Energy Inc. | Paraffinic oil-in-water emulsions for controlling infection of crop plants by fungal pathogens |
US12207655B2 (en) | 2019-02-15 | 2025-01-28 | Nutrien Ag Solutions (Canada) Inc. | Protoporphyrin IX derivatives and use thereof to improve the health of plants |
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