ZA200207953B - Phenyl-substituted 2-enamino-keto nitriles. - Google Patents
Phenyl-substituted 2-enamino-keto nitriles. Download PDFInfo
- Publication number
- ZA200207953B ZA200207953B ZA200207953A ZA200207953A ZA200207953B ZA 200207953 B ZA200207953 B ZA 200207953B ZA 200207953 A ZA200207953 A ZA 200207953A ZA 200207953 A ZA200207953 A ZA 200207953A ZA 200207953 B ZA200207953 B ZA 200207953B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- substituted
- alkoxy
- optionally
- chlorine
- Prior art date
Links
- -1 thiocarbamoyl Chemical group 0.000 claims description 166
- 229910052739 hydrogen Inorganic materials 0.000 claims description 90
- 239000001257 hydrogen Substances 0.000 claims description 90
- 150000002431 hydrogen Chemical class 0.000 claims description 66
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 62
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 56
- 229910052760 oxygen Inorganic materials 0.000 claims description 52
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 51
- 239000001301 oxygen Substances 0.000 claims description 51
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 46
- 229910052731 fluorine Inorganic materials 0.000 claims description 41
- 239000011737 fluorine Substances 0.000 claims description 41
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 41
- 229910052801 chlorine Inorganic materials 0.000 claims description 39
- 239000000460 chlorine Substances 0.000 claims description 39
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 38
- 239000005864 Sulphur Chemical group 0.000 claims description 38
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 37
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 35
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 34
- 125000001153 fluoro group Chemical group F* 0.000 claims description 33
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 31
- 229910052794 bromium Inorganic materials 0.000 claims description 31
- 229910052736 halogen Inorganic materials 0.000 claims description 31
- 150000002367 halogens Chemical class 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 25
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 25
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- 125000004076 pyridyl group Chemical group 0.000 claims description 16
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 15
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 15
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 15
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 15
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 15
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 15
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 13
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 11
- 125000001624 naphthyl group Chemical group 0.000 claims description 11
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 10
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 10
- 125000000956 methoxy group Chemical class [H]C([H])([H])O* 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 9
- 125000001544 thienyl group Chemical group 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims description 8
- 125000005842 heteroatom Chemical group 0.000 claims description 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- 125000000335 thiazolyl group Chemical group 0.000 claims description 8
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 125000003396 thiol group Chemical class [H]S* 0.000 claims description 7
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 6
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 6
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 6
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 6
- 125000002541 furyl group Chemical group 0.000 claims description 6
- 125000002950 monocyclic group Chemical group 0.000 claims description 6
- 125000006413 ring segment Chemical group 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000005336 allyloxy group Chemical group 0.000 claims description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- 125000006193 alkinyl group Chemical group 0.000 claims description 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 4
- 125000004369 butenyl group Chemical class C(=CCC)* 0.000 claims description 4
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 230000002363 herbicidal effect Effects 0.000 claims description 4
- 125000004368 propenyl group Chemical class C(=CC)* 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims description 4
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 4
- 125000001425 triazolyl group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 3
- CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical compound FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 3
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
- 230000000895 acaricidal effect Effects 0.000 claims description 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical class 0.000 claims description 2
- 125000002102 aryl alkyloxo group Chemical class 0.000 claims description 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 239000000543 intermediate Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 125000002971 oxazolyl group Chemical group 0.000 claims description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 2
- 125000005554 pyridyloxy group Chemical group 0.000 claims description 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
- 125000005302 thiazolylmethyl group Chemical group [H]C1=C([H])N=C(S1)C([H])([H])* 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims 16
- 241000607479 Yersinia pestis Species 0.000 claims 3
- 239000003085 diluting agent Substances 0.000 claims 3
- 229910052727 yttrium Inorganic materials 0.000 claims 3
- 239000004606 Fillers/Extenders Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 1
- 125000005620 boronic acid group Chemical class 0.000 claims 1
- 239000013522 chelant Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000004696 coordination complex Chemical class 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000012433 hydrogen halide Substances 0.000 claims 1
- 229910000039 hydrogen halide Inorganic materials 0.000 claims 1
- 230000000749 insecticidal effect Effects 0.000 claims 1
- CFHGBZLNZZVTAY-UHFFFAOYSA-N lawesson's reagent Chemical compound C1=CC(OC)=CC=C1P1(=S)SP(=S)(C=2C=CC(OC)=CC=2)S1 CFHGBZLNZZVTAY-UHFFFAOYSA-N 0.000 claims 1
- 239000003446 ligand Substances 0.000 claims 1
- 150000002736 metal compounds Chemical class 0.000 claims 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 1
- 229910000510 noble metal Inorganic materials 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims 1
- 150000003624 transition metals Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000003506 n-propoxy group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 2
- 239000011814 protection agent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
- C07D211/56—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
- C07C255/43—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C255/46—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C325/00—Thioaldehydes; Thioketones; Thioquinones; Oxides thereof
- C07C325/02—Thioketones; Oxides thereof
-
- 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
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
- C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10021900A DE10021900A1 (de) | 2000-05-08 | 2000-05-08 | Phenyl-substituierte 2-Enamino-Ketonitrile |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200207953B true ZA200207953B (en) | 2004-03-29 |
Family
ID=7640886
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200207953A ZA200207953B (en) | 2000-05-08 | 2002-10-03 | Phenyl-substituted 2-enamino-keto nitriles. |
Country Status (15)
Country | Link |
---|---|
US (2) | US7049271B2 (fr) |
EP (1) | EP1286956A1 (fr) |
JP (1) | JP2004535356A (fr) |
KR (1) | KR20040023473A (fr) |
CN (1) | CN1454206A (fr) |
AR (1) | AR028061A1 (fr) |
AU (1) | AU7396601A (fr) |
BR (1) | BR0110632A (fr) |
CA (1) | CA2408209A1 (fr) |
DE (1) | DE10021900A1 (fr) |
MX (1) | MXPA02010925A (fr) |
PL (1) | PL366218A1 (fr) |
RU (1) | RU2002133225A (fr) |
WO (1) | WO2001085673A1 (fr) |
ZA (1) | ZA200207953B (fr) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4546729B2 (ja) * | 2001-12-19 | 2010-09-15 | ビーエーエスエフ ソシエタス・ヨーロピア | β−アミノ−α−シアノアクリル酸エステルおよび除草剤としてのその使用 |
CA2469716A1 (fr) * | 2001-12-19 | 2003-06-26 | Basf Aktiengesellschaft | .alpha.-cyanoacrylates |
US7812163B2 (en) | 2003-07-16 | 2010-10-12 | Hatchtech Pty Ltd. | Methods and compositions for controlling ectoparasites |
AU2003903686A0 (en) * | 2003-07-16 | 2003-07-31 | Hatchtech Pty Ltd | Methods and compositions for controlling ectoparasites |
WO2010055474A2 (fr) * | 2008-11-13 | 2010-05-20 | Ariel-University Research And Development Company Ltd. | Composés antiviraux et compositions antivirales |
WO2012065905A1 (fr) | 2010-11-15 | 2012-05-24 | Bayer Cropscience Ag | Cyanoénamines et leur utilisation en tant que fongicides |
ES2643128T3 (es) | 2010-11-15 | 2017-11-21 | Bayer Intellectual Property Gmbh | Cianoenaminas y su uso como fungicidas |
US10292389B2 (en) | 2013-12-17 | 2019-05-21 | Dr. Reddy's Laboratories, S.A. | Pediculicidal composition |
CN111848450A (zh) * | 2019-04-30 | 2020-10-30 | 帝斯曼知识产权资产管理有限公司 | 一种新的取代的烯胺化合物及其制备方法 |
CN111848449A (zh) * | 2019-04-30 | 2020-10-30 | 帝斯曼知识产权资产管理有限公司 | 一种新的酰氧基烯胺化合物 |
US20230214881A1 (en) * | 2021-12-31 | 2023-07-06 | Synamedia Limited | Methods, Devices, and Systems for Dynamic Targeted Content Processing |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2734912A (en) | 1956-02-14 | Carbonylation of aromatic halides | ||
US3865863A (en) * | 1972-06-22 | 1975-02-11 | Hoffmann La Roche | 2-(Benzoyl)-3-dimethylaminoacrylonitriles |
DE2808070A1 (de) * | 1978-02-24 | 1979-08-30 | Bayer Ag | Verfahren zur herstellung von 4-pyridon-3-carbonsaeuren und/oder deren derivaten |
US4173650A (en) * | 1978-11-03 | 1979-11-06 | American Cyanamid Company | Cis-2-benzoyl-3-hydroxy-2-alkenonitriles as anti-inflammatory agents |
US4181677A (en) * | 1978-12-13 | 1980-01-01 | American Cyanamid Company | 2-Benzoyl-3-alkoxy-2-alkenonitriles |
DE3426483A1 (de) * | 1984-07-18 | 1986-01-30 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von halogenierten chinoloncarbonsaeuren |
DE3502935A1 (de) | 1984-09-29 | 1986-04-10 | Bayer Ag, 5090 Leverkusen | 3-amino-2-benzoyl-acrylsaeurederivate und ein verfahren zu ihrer herstellung |
US4686221A (en) * | 1985-10-01 | 1987-08-11 | Kanebo, Ltd. | Quinolinecarboxylic acid compounds and antimicrobial agent containing the same |
JPS63132881A (ja) | 1986-11-21 | 1988-06-04 | Sumitomo Chem Co Ltd | 7−フルオロ−2h−1,4−ベンゾオキサジン−3(4h)−オンの製造法 |
JPH0718525B2 (ja) | 1987-05-06 | 1995-03-06 | 株式会社日立製作所 | 排ガスボイラ |
GB8814881D0 (en) * | 1988-06-22 | 1988-07-27 | Shell Int Research | Herbicidal acrylonitrile derivatives |
JP2826838B2 (ja) | 1989-04-27 | 1998-11-18 | 富山化学工業株式会社 | 1−アリール−1−(1−シアノシクロプロパン−1−イル)−2−(1,2,4−トリアゾール−1−イル)エタノール誘導体またはその塩の製造法 |
DE4040021A1 (de) * | 1990-12-14 | 1992-06-17 | Bayer Ag | Substituierte 2,2-difluor-1,3-benzodioxyl-4-ketone |
JPH10130149A (ja) * | 1996-07-12 | 1998-05-19 | Sankyo Co Ltd | Tnf産生抑制剤 |
JPH10175937A (ja) | 1996-12-18 | 1998-06-30 | Ishihara Sangyo Kaisha Ltd | ケトニトリル系化合物、それらの製造方法及びそれらを含有する除草剤 |
CA2302259A1 (fr) * | 1997-08-28 | 1999-03-11 | Kenji Makino | Composes a base d'iodopropagylamine, et agents antimicrobiens et antifongiques, algicides, et agents antisalissure a usage industriel renfermant ce type de compose |
GB9720899D0 (en) | 1997-10-01 | 1997-12-03 | Pharmacia & Upjohn Spa | Condensed heterocyclic compounds |
DE19851986A1 (de) | 1998-11-11 | 2000-05-18 | Bayer Ag | Phenyl-substituierte zyklische Enaminone |
DE19958164A1 (de) | 1999-12-02 | 2001-06-07 | Bayer Ag | Aryl-substituierte heterozyklische Enaminone |
DE10007286A1 (de) | 2000-02-17 | 2001-08-23 | Bayer Ag | Phenyl-substituierte heterocyclische Enaminone |
-
2000
- 2000-05-08 DE DE10021900A patent/DE10021900A1/de not_active Withdrawn
-
2001
- 2001-04-25 US US10/275,525 patent/US7049271B2/en not_active Expired - Fee Related
- 2001-04-25 JP JP2001582274A patent/JP2004535356A/ja active Pending
- 2001-04-25 CN CN01812492A patent/CN1454206A/zh active Pending
- 2001-04-25 EP EP01940362A patent/EP1286956A1/fr not_active Withdrawn
- 2001-04-25 PL PL01366218A patent/PL366218A1/xx not_active Application Discontinuation
- 2001-04-25 WO PCT/EP2001/004636 patent/WO2001085673A1/fr not_active Application Discontinuation
- 2001-04-25 AU AU73966/01A patent/AU7396601A/en not_active Abandoned
- 2001-04-25 CA CA002408209A patent/CA2408209A1/fr not_active Abandoned
- 2001-04-25 MX MXPA02010925A patent/MXPA02010925A/es unknown
- 2001-04-25 KR KR1020027014174A patent/KR20040023473A/ko not_active Application Discontinuation
- 2001-04-25 RU RU2002133225/04A patent/RU2002133225A/ru not_active Application Discontinuation
- 2001-04-25 BR BR0110632-5A patent/BR0110632A/pt not_active IP Right Cessation
- 2001-04-30 AR ARP010102043A patent/AR028061A1/es not_active Application Discontinuation
-
2002
- 2002-10-03 ZA ZA200207953A patent/ZA200207953B/en unknown
-
2005
- 2005-12-19 US US11/311,036 patent/US20060100106A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
PL366218A1 (en) | 2005-01-24 |
WO2001085673A1 (fr) | 2001-11-15 |
US20030220196A1 (en) | 2003-11-27 |
EP1286956A1 (fr) | 2003-03-05 |
AR028061A1 (es) | 2003-04-23 |
JP2004535356A (ja) | 2004-11-25 |
MXPA02010925A (es) | 2003-04-14 |
US7049271B2 (en) | 2006-05-23 |
CN1454206A (zh) | 2003-11-05 |
US20060100106A1 (en) | 2006-05-11 |
AU7396601A (en) | 2001-11-20 |
DE10021900A1 (de) | 2001-11-15 |
CA2408209A1 (fr) | 2002-11-05 |
KR20040023473A (ko) | 2004-03-18 |
BR0110632A (pt) | 2003-03-18 |
RU2002133225A (ru) | 2004-06-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ZA200207953B (en) | Phenyl-substituted 2-enamino-keto nitriles. | |
EP1802632B1 (fr) | Composes de thieno-pyrimidine possedant une activite fongicide | |
AU685464B2 (en) | O-benzyl oxime ether derivatives and their use as pesticides | |
JP2005524706A (ja) | アミジニルフェニル化合物、殺菌・殺カビ剤としてのそれらの使用 | |
AU2005266555B2 (en) | 2-(pyridin-2-yl)-pyrimidines and their use for controlling pathogenic fungi | |
IE64709B1 (en) | Fungicides | |
KR20100119552A (ko) | 살균제 복소환 화합물 | |
CZ184599A3 (cs) | Methylem substituované fungicidy a artropodicidy | |
KR20160007598A (ko) | Acc 억제제 및 이의 용도 | |
JP2002515014A (ja) | 殺菌・殺カビ性の環式アミド類 | |
CA2911822A1 (fr) | Inhibiteurs de l'acc et utilisations associees | |
ZA200306468B (en) | Pyrazolyl pyrimidines. | |
CA2424768A1 (fr) | 4,5-dihydro-1,2,4-triazin-6-ones, 1,2,4-triazin-6-ones substitues, et leur utilisation comme fongicides et insecticides | |
US5484787A (en) | Heterocyclicacetonitriles and fungicidal use | |
WO1993022311A1 (fr) | 1,3,4-oxadiazines et 1,3,4-thiadiazines fongicides | |
MXPA04009002A (es) | Piridinilamidas fusionadas, biciclicas y composiciones ventajosas de las mismas para uso como fungicidas. | |
Faldu et al. | Characterization and antitubercular activity of synthesized pyrimidine derivatives via chalcones | |
WO1998033382A1 (fr) | Melanges fongicides | |
JP2001503424A (ja) | 殺菌・殺カビ性の環状アミド類 | |
WO1998033381A1 (fr) | Melanges fongicides | |
US5064845A (en) | Fungicidal compositions and methods of use | |
KR100840883B1 (ko) | 치환된 4,5-디하이드로-1,2,4-트리아진-3-온 및 1,2,4-트리아진-3-온, 이들을 포함하는 살진균 및 살충 조성물, 및 이러한 조성물을 이용한 진균 및 곤충의 방제방법 | |
IE862169L (en) | (2-cyano-2-arylethyl) pyridines | |
Sancak et al. | Synthesis and characterisations of some new 2, 4-dihydro-[1, 2, 4]-triazol-3-one derivatives and X-ray crystal structures of 4-(3-phenylallylideneamino)-5-thiophen-2-yl-methyl-2, 4-dihydro-[1, 2, 4] triazol-3-one | |
EP0694034A1 (fr) | Derives de pyrimidine et leur utilisation comme pesticides |