DE1795772C3 - - Google Patents
Info
- Publication number
- DE1795772C3 DE1795772C3 DE19671795772 DE1795772A DE1795772C3 DE 1795772 C3 DE1795772 C3 DE 1795772C3 DE 19671795772 DE19671795772 DE 19671795772 DE 1795772 A DE1795772 A DE 1795772A DE 1795772 C3 DE1795772 C3 DE 1795772C3
- Authority
- DE
- Germany
- Prior art keywords
- radical
- protective
- days
- alkyl radical
- compositions
- 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
- -1 alkyl radical Chemical class 0.000 claims description 12
- XQCZBXHVTFVIFE-UHFFFAOYSA-N 2-amino-4-hydroxypyrimidine Chemical class NC1=NC=CC(O)=N1 XQCZBXHVTFVIFE-UHFFFAOYSA-N 0.000 claims description 4
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- KZKRRZFCAYOXQE-UHFFFAOYSA-N 1$l^{2}-azinane Chemical compound C1CC[N]CC1 KZKRRZFCAYOXQE-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 13
- 230000001681 protective effect Effects 0.000 description 12
- 241000221785 Erysiphales Species 0.000 description 10
- 230000002147 killing effect Effects 0.000 description 10
- 239000000080 wetting agent Substances 0.000 description 6
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- 241000220225 Malus Species 0.000 description 4
- 201000010099 disease Diseases 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 150000003230 pyrimidines Chemical class 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 208000031888 Mycoses Diseases 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 230000000855 fungicidal effect Effects 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 240000008067 Cucumis sativus Species 0.000 description 2
- 241000510928 Erysiphe necator Species 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 description 2
- 206010061217 Infestation Diseases 0.000 description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 241001281803 Plasmopara viticola Species 0.000 description 2
- 241001337928 Podosphaera leucotricha Species 0.000 description 2
- 206010039509 Scab Diseases 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 240000003768 Solanum lycopersicum Species 0.000 description 2
- 241000228452 Venturia inaequalis Species 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- 235000021016 apples Nutrition 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 238000005476 soldering Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- GRWDINNHBZLASE-UHFFFAOYSA-N 5-butyl-6-methyl-2-methylsulfanyl-1h-pyrimidin-4-one Chemical compound CCCCC1=C(C)NC(SC)=NC1=O GRWDINNHBZLASE-UHFFFAOYSA-N 0.000 description 1
- QCPJEEIERYUAOK-UHFFFAOYSA-N 5-butyl-6-methyl-2-pyrrolidin-1-yl-1h-pyrimidin-4-one Chemical compound O=C1C(CCCC)=C(C)NC(N2CCCC2)=N1 QCPJEEIERYUAOK-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001480061 Blumeria graminis Species 0.000 description 1
- 241000700199 Cavia porcellus Species 0.000 description 1
- 235000009849 Cucumis sativus Nutrition 0.000 description 1
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- 241000223194 Fusarium culmorum Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- 241000233622 Phytophthora infestans Species 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 241000317981 Podosphaera fuliginea Species 0.000 description 1
- 241001123569 Puccinia recondita Species 0.000 description 1
- 241000918584 Pythium ultimum Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- BBXXLROWFHWFQY-UHFFFAOYSA-N ethirimol Chemical compound CCCCC1=C(C)NC(NCC)=NC1=O BBXXLROWFHWFQY-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 231100001032 irritation of the eye Toxicity 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003580 thiophosphoric acid esters Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/69—Benzenesulfonamido-pyrimidines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1427166A GB1182584A (en) | 1966-03-31 | 1966-03-31 | Pyrimidine derivates and the use thereof as fungicides |
| GB1427167 | 1967-02-24 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1795772A1 DE1795772A1 (de) | 1975-09-04 |
| DE1795772B2 DE1795772B2 (de) | 1977-11-10 |
| DE1795772C3 true DE1795772C3 (enrdf_load_stackoverflow) | 1978-06-29 |
Family
ID=26250433
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671795833 Expired DE1795833C3 (de) | 1966-03-31 | 1967-03-23 | In 5-Stellung substituierte 2-Amino-6-hydroxy-pyrimidinderivate |
| DE19671795772 Granted DE1795772B2 (de) | 1966-03-31 | 1967-03-23 | In 5- und 6-stellung substituierte 2-amino-4-hydroxypyrimidinderivate |
| DE19671795835 Expired DE1795835C3 (de) | 1966-03-31 | 1967-03-23 | In 5-Stellung substituierte 2-Dimethylamino^-alkyl-e-hydroxy-bzw.-mercapto-Pyrimidinderivate |
| DE19671795726 Expired DE1795726C3 (de) | 1966-03-31 | 1967-03-23 | 2-Amino-4-methyl-5-alkyl-6-hydroxy- . pyridinderivate |
| DE1967J0033286 Granted DE1695270B2 (de) | 1966-03-31 | 1967-03-23 | Mittel zur bekaempfung von pilzen bei pflanzen |
| DE19671795834 Pending DE1795834A1 (de) | 1966-03-31 | 1967-03-23 | Fungicide zusammensetzungen und verfahren zur herstellung derselben |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671795833 Expired DE1795833C3 (de) | 1966-03-31 | 1967-03-23 | In 5-Stellung substituierte 2-Amino-6-hydroxy-pyrimidinderivate |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671795835 Expired DE1795835C3 (de) | 1966-03-31 | 1967-03-23 | In 5-Stellung substituierte 2-Dimethylamino^-alkyl-e-hydroxy-bzw.-mercapto-Pyrimidinderivate |
| DE19671795726 Expired DE1795726C3 (de) | 1966-03-31 | 1967-03-23 | 2-Amino-4-methyl-5-alkyl-6-hydroxy- . pyridinderivate |
| DE1967J0033286 Granted DE1695270B2 (de) | 1966-03-31 | 1967-03-23 | Mittel zur bekaempfung von pilzen bei pflanzen |
| DE19671795834 Pending DE1795834A1 (de) | 1966-03-31 | 1967-03-23 | Fungicide zusammensetzungen und verfahren zur herstellung derselben |
Country Status (16)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4029784A (en) * | 1971-09-23 | 1977-06-14 | Imperial Chemical Industries Limited | Pyrimidine sulfamate fungicides |
| GB1466177A (en) | 1973-03-23 | 1977-03-02 | Sandoz Ltd | 4-hydroxy-pyrimidine derivatives |
| GB1523274A (en) | 1974-08-05 | 1978-08-31 | Ici Ltd | Herbicidal compositions containing substituted pyrimidine |
| IT1153066B (it) * | 1982-11-18 | 1987-01-14 | Mentedison S P A | Derivati del pirimidin-4-one ad attivita' erbicida |
| JPH0635450B2 (ja) * | 1984-03-16 | 1994-05-11 | 三井東圧化学株式会社 | チオシアノピリミジン誘導体、その製造法および農園芸用殺菌剤 |
| JPS6345269A (ja) * | 1986-04-28 | 1988-02-26 | Mitsui Toatsu Chem Inc | ジハロゲン置換チオシアノピリミジン誘導体、その製造法および農園芸用殺菌剤 |
| US6252076B1 (en) | 1996-05-04 | 2001-06-26 | Yuhan Corporation | Process for preparation of pyrimidine derivatives |
| WO1998018784A1 (en) * | 1996-10-29 | 1998-05-07 | Yuhan Corporation | Process for preparation of pyrimidine derivatives |
| IN188411B (enrdf_load_stackoverflow) | 1997-03-27 | 2002-09-21 | Yuhan Corp | |
| WO1999031072A1 (en) * | 1997-12-18 | 1999-06-24 | E.I. Du Pont De Nemours And Company | Cyclohexylamine arthropodicides and fungicides |
| KR100272471B1 (ko) | 1998-11-17 | 2000-11-15 | 김선진 | 신규의 피리미딘 유도체 및 그의 제조방법 |
| EP2489262B1 (en) | 2006-09-18 | 2018-11-14 | Basf Se | Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide |
| AR065197A1 (es) | 2007-02-06 | 2009-05-20 | Basf Se | Insecticidas como safeners para fungicidas con accion fitotoxica |
| EP2161259A1 (de) * | 2008-09-03 | 2010-03-10 | Bayer CropScience AG | 4-Halogenalkylsubstituierte Diaminopyrimidine als Fungizide |
| CN102461503B (zh) * | 2010-11-08 | 2013-08-14 | 陕西汤普森生物科技有限公司 | 一种含双炔酰菌胺与乙嘧酚的杀菌组合物 |
| WO2015036563A1 (de) | 2013-09-16 | 2015-03-19 | Bayer Pharma Aktiengesellschaft | Disubstituierte trifluormethylpyrimidinone und ihre verwendung als ccr2 antagonisten |
-
1966
- 1966-03-31 GB GB1427166A patent/GB1182584A/en not_active Expired
-
1967
- 1967-03-07 IL IL2754267A patent/IL27542A/xx unknown
- 1967-03-14 PH PH8062A patent/PH11586A/en unknown
- 1967-03-23 DE DE19671795833 patent/DE1795833C3/de not_active Expired
- 1967-03-23 DE DE19671795772 patent/DE1795772B2/de active Granted
- 1967-03-23 DE DE19671795835 patent/DE1795835C3/de not_active Expired
- 1967-03-23 DE DE19671795726 patent/DE1795726C3/de not_active Expired
- 1967-03-23 DE DE1967J0033286 patent/DE1695270B2/de active Granted
- 1967-03-23 DE DE19671795834 patent/DE1795834A1/de active Pending
- 1967-03-29 NL NL6704456A patent/NL152855B/xx not_active IP Right Cessation
- 1967-03-29 SE SE430567A patent/SE356874B/xx unknown
- 1967-03-29 AT AT807768A patent/AT279968B/de not_active IP Right Cessation
- 1967-03-29 AT AT807668A patent/AT286992B/de not_active IP Right Cessation
- 1967-03-29 AT AT297667A patent/AT276854B/de not_active IP Right Cessation
- 1967-03-30 CH CH446267A patent/CH497836A/de not_active IP Right Cessation
- 1967-03-30 CS CS230167A patent/CS165324B2/cs unknown
- 1967-03-31 YU YU63067A patent/YU33661B/xx unknown
- 1967-03-31 BE BE696470D patent/BE696470A/xx unknown
- 1967-03-31 DK DK186767A patent/DK126593B/da unknown
- 1967-03-31 ES ES338694A patent/ES338694A1/es not_active Expired
- 1967-03-31 BR BR18822867A patent/BR6788228D0/pt unknown
-
1971
- 1971-12-08 CY CY62371A patent/CY623A/xx unknown
-
1972
- 1972-07-05 SE SE886772A patent/SE405117B/xx unknown
-
1973
- 1973-12-31 MY MY7300287A patent/MY7300287A/xx unknown
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