IL45652A - 2-(alkoxycarbonylamino)-benzimidazole-1-carboxylic acid (2-oxoperhydro-3-furanyl (thienyl)) amides process for their preparation and fungicidal compositions containing them - Google Patents
2-(alkoxycarbonylamino)-benzimidazole-1-carboxylic acid (2-oxoperhydro-3-furanyl (thienyl)) amides process for their preparation and fungicidal compositions containing themInfo
- Publication number
- IL45652A IL45652A IL45652A IL4565274A IL45652A IL 45652 A IL45652 A IL 45652A IL 45652 A IL45652 A IL 45652A IL 4565274 A IL4565274 A IL 4565274A IL 45652 A IL45652 A IL 45652A
- Authority
- IL
- Israel
- Prior art keywords
- oxoperhydro
- add
- compounds
- carboxyl
- ami
- Prior art date
Links
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title claims description 12
- 150000001408 amides Chemical class 0.000 title claims description 11
- -1 2-oxoperhydro-3-furanyl Chemical group 0.000 title description 11
- 239000000203 mixture Substances 0.000 title description 2
- 125000001544 thienyl group Chemical group 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 49
- 241000233866 Fungi Species 0.000 claims description 7
- QJPWUUJVYOJNMH-UHFFFAOYSA-N homoserine lactone Chemical compound NC1CCOC1=O QJPWUUJVYOJNMH-UHFFFAOYSA-N 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 239000005864 Sulphur Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000003032 phytopathogenic effect Effects 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000005289 uranyl group Chemical group 0.000 claims 1
- JZRIIAYLOPWOHN-UHFFFAOYSA-N benzimidazole-1-carboxamide Chemical class C1=CC=C2N(C(=O)N)C=NC2=C1 JZRIIAYLOPWOHN-UHFFFAOYSA-N 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 29
- 208000015181 infectious disease Diseases 0.000 description 20
- 239000002689 soil Substances 0.000 description 20
- 239000013543 active substance Substances 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- 235000013339 cereals Nutrition 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 239000000725 suspension Substances 0.000 description 7
- 238000000354 decomposition reaction Methods 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 6
- 235000015097 nutrients Nutrition 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 230000002538 fungal effect Effects 0.000 description 5
- 235000010582 Pisum sativum Nutrition 0.000 description 4
- 240000004713 Pisum sativum Species 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000000454 talc Substances 0.000 description 4
- 235000012222 talc Nutrition 0.000 description 4
- 229910052623 talc Inorganic materials 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 235000021186 dishes Nutrition 0.000 description 3
- 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 3
- 239000007788 liquid Substances 0.000 description 3
- 230000017074 necrotic cell death Effects 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 230000009885 systemic effect Effects 0.000 description 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- 235000000292 Gouania lupuloides Nutrition 0.000 description 2
- 244000299452 Gouania lupuloides Species 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000002361 compost Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- UTVVREMVDJTZAC-UHFFFAOYSA-N furan-2-amine Chemical compound NC1=CC=CO1 UTVVREMVDJTZAC-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000000069 prophylactic effect Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000009827 uniform distribution Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WVWIWYSIWHXYMX-UHFFFAOYSA-N 2-(ethoxycarbonylamino)benzimidazole-1-carboxylic acid Chemical compound C1=CC=C2N(C(O)=O)C(NC(=O)OCC)=NC2=C1 WVWIWYSIWHXYMX-UHFFFAOYSA-N 0.000 description 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 description 1
- 241000132092 Aster Species 0.000 description 1
- 235000021533 Beta vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 241000722913 Callistephus chinensis Species 0.000 description 1
- 241000530549 Cercospora beticola Species 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 240000001980 Cucurbita pepo Species 0.000 description 1
- 241000223221 Fusarium oxysporum Species 0.000 description 1
- 241000206672 Gelidium Species 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 241001459558 Monographella nivalis Species 0.000 description 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
- LYAVXWPXKIFHBU-UHFFFAOYSA-N N-{2-[(1,2-diphenylhydrazinyl)carbonyl]-2-hydroxyhexanoyl}-6-aminohexanoic acid Chemical compound C=1C=CC=CC=1N(C(=O)C(O)(C(=O)NCCCCCC(O)=O)CCCC)NC1=CC=CC=C1 LYAVXWPXKIFHBU-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 235000010419 agar Nutrition 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 210000004883 areola Anatomy 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 244000000004 fungal plant pathogen Species 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- KIWQWJKWBHZMDT-UHFFFAOYSA-N homocysteine thiolactone Chemical compound NC1CCSC1=O KIWQWJKWBHZMDT-UHFFFAOYSA-N 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- COAGFTCLBHXBFW-UHFFFAOYSA-N methyl N-[1-[(2-oxooxolan-3-yl)carbamoyl]benzimidazol-2-yl]carbamate Chemical compound O=C1OCCC1NC(=O)N1C(=NC2=C1C=CC=C2)NC(=O)OC COAGFTCLBHXBFW-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- CAGIUIYOWFCPHW-UHFFFAOYSA-N propan-2-yl N-[1-[(2-oxooxolan-3-yl)carbamoyl]benzimidazol-2-yl]carbamate Chemical compound O=C1OCCC1NC(=O)N1C(=NC2=C1C=CC=C2)NC(=O)OC(C)C CAGIUIYOWFCPHW-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 229960004029 silicic acid Drugs 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000004763 spore germination Effects 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Indole Compounds (AREA)
- Detergent Compositions (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732347386 DE2347386A1 (de) | 1973-09-17 | 1973-09-17 | Benzimidazol-1-carbonsaeureamide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL45652A0 IL45652A0 (en) | 1974-11-29 |
| IL45652A true IL45652A (en) | 1977-03-31 |
Family
ID=5893187
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL45652A IL45652A (en) | 1973-09-17 | 1974-09-13 | 2-(alkoxycarbonylamino)-benzimidazole-1-carboxylic acid (2-oxoperhydro-3-furanyl (thienyl)) amides process for their preparation and fungicidal compositions containing them |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US3920682A (zh) |
| JP (1) | JPS5443584B2 (zh) |
| AR (1) | AR205901A1 (zh) |
| AT (1) | AT336952B (zh) |
| BE (1) | BE820005A (zh) |
| BG (2) | BG25062A3 (zh) |
| BR (1) | BR7407631A (zh) |
| CA (1) | CA1035776A (zh) |
| CH (1) | CH604497A5 (zh) |
| CS (1) | CS172894B2 (zh) |
| DD (1) | DD112890A5 (zh) |
| DE (1) | DE2347386A1 (zh) |
| DK (1) | DK488374A (zh) |
| ES (1) | ES430005A1 (zh) |
| FI (1) | FI271074A (zh) |
| FR (1) | FR2243950B1 (zh) |
| GB (1) | GB1486273A (zh) |
| HU (1) | HU170642B (zh) |
| IE (1) | IE39852B1 (zh) |
| IL (1) | IL45652A (zh) |
| IT (1) | IT1049592B (zh) |
| LU (1) | LU70898A1 (zh) |
| NL (1) | NL7412293A (zh) |
| NO (1) | NO140767C (zh) |
| PH (1) | PH11204A (zh) |
| PL (1) | PL94831B1 (zh) |
| RO (1) | RO64485A (zh) |
| SE (1) | SE7411468L (zh) |
| SU (2) | SU519109A3 (zh) |
| TR (1) | TR18641A (zh) |
| ZA (1) | ZA745892B (zh) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4136189A (en) * | 1975-09-16 | 1979-01-23 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara R.T. | 2-(5-nitro-furfurylidene)-amino-benzimidoles and fungicidal compositions containing the same |
| JPH0231827Y2 (zh) * | 1981-06-18 | 1990-08-28 | ||
| US4595656A (en) * | 1984-01-06 | 1986-06-17 | Becton Dickinson & Company | Coupling agents and products produced therefrom |
| DE102007037579B4 (de) | 2007-08-09 | 2012-05-16 | Emc Microcollections Gmbh | Neue Benzimidazol-2-yl-alkylamine und ihre Anwendung als mikrobizide Wirkstoffe |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL33428A (en) * | 1968-12-02 | 1972-12-29 | Basf Ag | Substituted n-benzimidazolyl carbamic acids and their use as fungicides |
| DE2012219A1 (de) * | 1970-03-14 | 1971-09-23 | Badische Anilin & Soda Fabrik AG, 6700 Ludwigshafen | Substituierte Benzimidazole |
| US3631176A (en) * | 1970-07-20 | 1971-12-28 | Du Pont | Carbamoyl substituted 2-aminobenzimidazoles |
| US3692783A (en) * | 1970-09-25 | 1972-09-19 | Stauffer Chemical Co | Certain 2-benzimidazole carbamates and their utility |
-
1973
- 1973-09-17 DE DE19732347386 patent/DE2347386A1/de active Pending
-
1974
- 1974-01-01 AR AR255609A patent/AR205901A1/es active
- 1974-08-27 TR TR18641A patent/TR18641A/xx unknown
- 1974-09-06 US US503807A patent/US3920682A/en not_active Expired - Lifetime
- 1974-09-11 SE SE7411468A patent/SE7411468L/xx not_active Application Discontinuation
- 1974-09-12 AT AT738774A patent/AT336952B/de not_active IP Right Cessation
- 1974-09-12 ES ES430005A patent/ES430005A1/es not_active Expired
- 1974-09-12 IT IT27210/74A patent/IT1049592B/it active
- 1974-09-13 CH CH1247874A patent/CH604497A5/xx not_active IP Right Cessation
- 1974-09-13 IL IL45652A patent/IL45652A/en unknown
- 1974-09-13 DD DD181084A patent/DD112890A5/xx unknown
- 1974-09-13 BR BR7631/74A patent/BR7407631A/pt unknown
- 1974-09-13 LU LU70898A patent/LU70898A1/xx unknown
- 1974-09-16 NO NO743317A patent/NO140767C/no unknown
- 1974-09-16 RO RO7480005A patent/RO64485A/ro unknown
- 1974-09-16 CS CS6345A patent/CS172894B2/cs unknown
- 1974-09-16 PH PH16286A patent/PH11204A/en unknown
- 1974-09-16 SU SU2060590A patent/SU519109A3/ru active
- 1974-09-16 HU HU&E493A patent/HU170642B/hu unknown
- 1974-09-17 IE IE1922/74A patent/IE39852B1/xx unknown
- 1974-09-17 FR FR7431336A patent/FR2243950B1/fr not_active Expired
- 1974-09-17 JP JP10703174A patent/JPS5443584B2/ja not_active Expired
- 1974-09-17 GB GB40535/74A patent/GB1486273A/en not_active Expired
- 1974-09-17 BE BE148606A patent/BE820005A/xx unknown
- 1974-09-17 FI FI2710/74A patent/FI271074A/fi unknown
- 1974-09-17 CA CA209,374A patent/CA1035776A/en not_active Expired
- 1974-09-17 PL PL1974174148A patent/PL94831B1/zh unknown
- 1974-09-17 NL NL7412293A patent/NL7412293A/xx not_active Application Discontinuation
- 1974-09-17 BG BG027700A patent/BG25062A3/xx unknown
- 1974-09-17 BG BG7429622A patent/BG26193A4/xx unknown
- 1974-09-17 DK DK488374A patent/DK488374A/da unknown
- 1974-09-17 ZA ZA00745892A patent/ZA745892B/xx unknown
- 1974-09-17 SU SU2060794A patent/SU539529A3/ru active
Also Published As
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