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GB748422A - Thiadiazole derivatives and compositions containing them - Google Patents

Thiadiazole derivatives and compositions containing them

Info

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
Application number
GB2192153A
Inventor
Herbert Aubrey Stevenson
William Allen Wesley Cummings
John Ernest Cranham
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.)
Boots Pure Drug Co Ltd
Original Assignee
Boots Pure Drug 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 Boots Pure Drug Co Ltd filed Critical Boots Pure Drug Co Ltd
Priority to GB2192153A priority Critical patent/GB748422A/en
Publication of GB748422A publication Critical patent/GB748422A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/121,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/1251,3,4-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).
GB2192153A 1953-08-07 1953-08-07 Thiadiazole derivatives and compositions containing them Expired GB748422A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (17)

* Cited by examiner, † Cited by third party
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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