GB1027561A - Thiazoline compounds, and pest-controlling agents containing them - Google Patents
Thiazoline compounds, and pest-controlling agents containing themInfo
- Publication number
- GB1027561A GB1027561A GB9263A GB9263A GB1027561A GB 1027561 A GB1027561 A GB 1027561A GB 9263 A GB9263 A GB 9263A GB 9263 A GB9263 A GB 9263A GB 1027561 A GB1027561 A GB 1027561A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- hydrogen
- phenyl
- salts
- substituted
- 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
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D277/38—Nitrogen atoms
- C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Fertilizers such as calcium cyanamide and urea may be present in pesticidal compositions containing as active ingredient a compound of formula <FORM:1027561/C1/1> in which R1 is phenyl which may be substituted by halogen, CF3, C1- 4 alkyl or alkoxy, or by chlorophenoxy, or R1 is a C1- 12 aliphatic residue; R2 is hydrogen or C1- 4 alkyl; R3 is hydrogen, C1- 4 alkyl or phenyl; and R4 is hydrogen or -COOR5, R5 being C1-4 alkyl, or an acid addition salt thereof (see Division A5).ALSO:Pesticidal compounds of the formula (see Division A5) <FORM:1027561/C2/1> in which R1 is phenyl which may be substituted by halogen, CF3, alkyl or alkoxy of 1-4 carbon atoms, or by chlorophenoxy, or R1 is a C1- 12 aliphatic residue; R2 is hydrogen or C1- 4 alkyl; R3 is hydrogen, C1- 4 alkyl or phenyl; and R4 is hydrogen or -COOR5, R5 being C1- 4 alkyl, are prepared by (a) rection of a monosubstituted thiourea with an a -halo-carbonyl compound, followed by alkylation if required; or (b) reaction of an N,N1-disubstituted thiourea with an a -halocarbonyl compound. A non-polar solvent such as toluene may be employed; the products are obtained as hydrohalides; the free bases or other salts may also be prepared. Compounds of the above formula in which R1 is phenyl substituted by at least 2 halogen atoms or C1- 4 alkyl radicals, or by one or more CF3 or C1- 4 alkoxy radicals, or by chlorophenoxy, or is allyl or dodecyl, and their acid addition salts, are claimed as novel.ALSO:Pest combating preparations contain as active ingredient a compound of formula <FORM:1027561/A5-A6/1> in which R1 is phenyl which may be substituted by one or more halogen atoms, CF3, C1-4 alkyl or alkoxy, or by chlorophenoxy, or R1 is a C1-12 aliphatic residue; R2 is hydrogen or C1-4 alkyl; R3 is hydrogen, C1-4 alkyl or phenyl; R4 is hydrogen or -COOR5, R5 being C1-4 alkyl; or an acid addition salt thereof (see Division C2); together with, if desired, a diluent, solvent, wetting agent, emulsifier, adhesive, fertilizer, or other pesticide. Other pesticides specified are herbicides such as tri- and tetra-substituted arylalkyl ureas, halophenoxyalkanoic acids, halogenated benzoic and phenylactic acids and halogenated fatty acids and salts, esters and amides thereof, chlorinated hydrocarbons, phosphoric acid esters, tertiary or quaternary amines such as dodecyl hexamethylene-imine and its salts and 1,11-ethylene-2,21-dipyridinium dibromide, carbamates, thiolcarbamates, dithiocarbamic acid esters, s-triazine derivatives, 2-chlorobenzthiazole, 3-amino-1, 2, 4-triazole, maleic acid hydrazide, 3, 5-dimethyltetrahydro-1, 3, 5-thiadiazine-2-thione, pentachlorophenol, dinitrocresol, dinitrobutylphenol, naphthylphthalamic acid and methyl isothiocyanate; and bactericides, fungicides and nematocides. Other additives specified are borax, abraum salts, calcium cyanamide, urea; organic solvents; cationic, anionic or non-ionic emulsifiers; talcum, kaolin, bentonite, calcium carbonate, calcium phosphate, coal, cork meal, wood meal; and fatty acids, resins, glue, casein and alginates. An example also incorporates silicic acid.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH65862A CH439858A (en) | 1962-01-19 | 1962-01-19 | Pesticides containing thiazoline compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1027561A true GB1027561A (en) | 1966-04-27 |
Family
ID=4192120
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9263A Expired GB1027561A (en) | 1962-01-19 | 1963-01-01 | Thiazoline compounds, and pest-controlling agents containing them |
Country Status (10)
Country | Link |
---|---|
AT (1) | AT244683B (en) |
BE (1) | BE627278A (en) |
BR (1) | BR6346247D0 (en) |
CH (1) | CH439858A (en) |
DE (1) | DE1218210B (en) |
DK (1) | DK104103C (en) |
ES (1) | ES284295A1 (en) |
GB (1) | GB1027561A (en) |
NL (1) | NL287940A (en) |
SE (1) | SE303400B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5521145A (en) * | 1994-04-04 | 1996-05-28 | Sumitomo Chemical Company, Ltd. | Iminothiazoline derivatives and herbicides containing them as active ingredients |
WO2006000396A1 (en) * | 2004-06-24 | 2006-01-05 | Degussa Ag | Treated seeds |
WO2007122241A1 (en) * | 2006-04-26 | 2007-11-01 | Glaxo Group Limited | Compounds which potentiate ampa receptor and uses thereof in medicine |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2622949A1 (en) * | 1976-05-21 | 1977-12-01 | Bayer Ag | PROCESS FOR THE PREPARATION OF 2-ARYLIMINOTHIAZOLINE SOLUTIONS |
US4335133A (en) | 1980-01-28 | 1982-06-15 | Chevron Research Company | Arylamino-4,4-dialkyl-5-methylene-1,3-thiazolines |
DE19856965A1 (en) * | 1998-12-10 | 2000-06-15 | Bayer Ag | Substituted 2-imino-thiazolines |
GB0721092D0 (en) * | 2007-10-26 | 2007-12-05 | Glaxo Group Ltd | Compounds |
-
0
- NL NL287940D patent/NL287940A/xx unknown
- BE BE627278D patent/BE627278A/xx unknown
-
1962
- 1962-01-19 CH CH65862A patent/CH439858A/en unknown
-
1963
- 1963-01-01 GB GB9263A patent/GB1027561A/en not_active Expired
- 1963-01-10 DK DK10963A patent/DK104103C/en active
- 1963-01-18 ES ES284295A patent/ES284295A1/en not_active Expired
- 1963-01-18 AT AT41563A patent/AT244683B/en active
- 1963-01-18 DE DEC28943A patent/DE1218210B/en active Pending
- 1963-01-18 BR BR14624763A patent/BR6346247D0/en unknown
- 1963-01-18 SE SE59263A patent/SE303400B/xx unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5521145A (en) * | 1994-04-04 | 1996-05-28 | Sumitomo Chemical Company, Ltd. | Iminothiazoline derivatives and herbicides containing them as active ingredients |
WO2006000396A1 (en) * | 2004-06-24 | 2006-01-05 | Degussa Ag | Treated seeds |
WO2007122241A1 (en) * | 2006-04-26 | 2007-11-01 | Glaxo Group Limited | Compounds which potentiate ampa receptor and uses thereof in medicine |
Also Published As
Publication number | Publication date |
---|---|
SE303400B (en) | 1968-08-26 |
DK104103C (en) | 1966-04-04 |
ES284295A1 (en) | 1963-07-01 |
DE1218210B (en) | 1966-06-02 |
CH439858A (en) | 1967-07-15 |
BE627278A (en) | |
NL287940A (en) | |
AT244683B (en) | 1966-01-25 |
BR6346247D0 (en) | 1973-06-14 |
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