GB1124545A - 4-cyano-isothiazole derivatives - Google Patents

4-cyano-isothiazole derivatives

Info

Publication number
GB1124545A
GB1124545A GB14385/67A GB1438567A GB1124545A GB 1124545 A GB1124545 A GB 1124545A GB 14385/67 A GB14385/67 A GB 14385/67A GB 1438567 A GB1438567 A GB 1438567A GB 1124545 A GB1124545 A GB 1124545A
Authority
GB
United Kingdom
Prior art keywords
group
fungicides
alkyl
phenyl
alkyl group
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
GB14385/67A
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.)
Merck KGaA
Original Assignee
E Merck AG
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 E Merck AG filed Critical E Merck AG
Publication of GB1124545A publication Critical patent/GB1124545A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D275/00Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/02Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
    • C07D275/03Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

Novel compounds of formulae <FORM:1124545/C2/1> <FORM:1124545/C2/2> where R1 is a C1- 4 alkylene group, R2 is a C1- 4 alkyl group, a phenyl group or a phenyl group substituted with 1-3 hydroxy, alkyl or halogens or with a methylenedioxy group, and R3 is a C1- 4 alkyl group are prepared by reacting 4-cyano-isothiazoles of formulae <FORM:1124545/C2/3> and <FORM:1124545/C2/4> wherein R4 is an alkali metal atom, ammonium or amine salt cation or an equivalent of an alkaline metal earth metal cation, and R5 is R4 or R3, with an a -haloalkylacyl sulphide of formula R2COSR1 hal and when R5 is R4, treating the reaction product with an alkylating agent to introduce the R3 substituent. These compounds are used as fungicides.ALSO:Fungicidal compositions comprise compounds of formula: <FORM:1124545/A5-A6/1> or <FORM:1124545/A5-A6/2> wherein R1 is a C1-4 alkylene group; R2 is a C1-4 alkyl group, a phenyl group or a phenyl group substititued with from 1 to 3 hydroxy groups, alkyl groups or halogen atoms or with a methylenedioxy group; and R3 is a C1-4 alkyl group with carriers and diluents, which may contain in addition other fungicides such as cupriferous fungicides, inorganic sulphur containing fungicides, mercury containing fungicides, stanniferous fungicides, thiocarbomates, thiurams, pentachlorophenol, chloronitrobenzenes, thiocyanodinitrobenzene, hexachlorobenzene, quinone derivatives, phthalinide derivatives, 2, 4-dinitro-6-octylphenyl crotonate, N-dodecylguanidine acetate, 3, 5-dimethyl-1, 3, p 5-2H-tetrahydrothiadiazine-2-thione, antibiotics and 2, 6-dichloro-3, 5-dicyano-4 phenyl-pyridine.
GB14385/67A 1966-04-23 1967-03-29 4-cyano-isothiazole derivatives Expired GB1124545A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM0069263 1966-04-23

Publications (1)

Publication Number Publication Date
GB1124545A true GB1124545A (en) 1968-08-21

Family

ID=7312951

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14385/67A Expired GB1124545A (en) 1966-04-23 1967-03-29 4-cyano-isothiazole derivatives

Country Status (9)

Country Link
US (1) US3481946A (en)
BE (1) BE697389A (en)
CH (1) CH482711A (en)
DE (1) DE1595995A1 (en)
ES (1) ES339659A1 (en)
GB (1) GB1124545A (en)
IL (1) IL27732A (en)
NL (1) NL6703832A (en)
SE (1) SE325886B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2344134A1 (en) * 1973-09-01 1975-03-13 Bayer Ag CARBON DERIVATIVES OF 2-MERCAPTO-4,5-DICHLOR-THIAZOLE, THE PROCESS FOR THEIR PRODUCTION AND THEIR USE AS HERBICIDES
IE65926B1 (en) * 1990-07-19 1995-11-29 Shionogi & Co Thioalkylthio cephalosporin derivatives
CA2152156A1 (en) * 1994-06-30 1995-12-31 Kenichi Ikeda Isothiazole derivatives and their uses

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3155678A (en) * 1961-11-14 1964-11-03 Du Pont Certain isothiazole compounds and their production
US3341518A (en) * 1965-06-23 1967-09-12 Bristol Banyu Res Inst Ltd 6-[5'-loweralkyl-3'-phenylisothiazole-4'-carboxamido]penicillanic acids and salts thereof

Also Published As

Publication number Publication date
IL27732A (en) 1971-03-24
SE325886B (en) 1970-07-13
NL6703832A (en) 1967-10-24
BE697389A (en) 1967-10-23
DE1595995A1 (en) 1970-02-12
CH482711A (en) 1969-12-15
US3481946A (en) 1969-12-02
ES339659A1 (en) 1968-07-16

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