ES366718A1 - Un procedimiento para preparar un compuesto bencimidazol. - Google Patents
Un procedimiento para preparar un compuesto bencimidazol.Info
- Publication number
- ES366718A1 ES366718A1 ES366718A ES366718A ES366718A1 ES 366718 A1 ES366718 A1 ES 366718A1 ES 366718 A ES366718 A ES 366718A ES 366718 A ES366718 A ES 366718A ES 366718 A1 ES366718 A1 ES 366718A1
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen
- methyl
- fluorine
- trade mark
- chlorine
- 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
- 239000000203 mixture Substances 0.000 title abstract 3
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 230000000749 insecticidal effect Effects 0.000 title abstract 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 title 1
- 239000001257 hydrogen Substances 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 4
- 229910052731 fluorine Inorganic materials 0.000 abstract 4
- 239000011737 fluorine Chemical group 0.000 abstract 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- -1 aldrin Chemical compound 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Chemical group 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 abstract 2
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 abstract 1
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 abstract 1
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 abstract 1
- ZVZQKNVMDKSGGF-UHFFFAOYSA-N 2-ethylsulfanylethoxy-dimethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCSCCOP(=S)(OC)OC ZVZQKNVMDKSGGF-UHFFFAOYSA-N 0.000 abstract 1
- XLOPRKKSAJMMEW-SFYZADRCSA-N Chrysanthemic acid Natural products CC(C)=C[C@@H]1[C@@H](C(O)=O)C1(C)C XLOPRKKSAJMMEW-SFYZADRCSA-N 0.000 abstract 1
- SOVGAJCNOMANBK-UHFFFAOYSA-N ClCCS(O)(O)(=O)C(C)COC1=CC=C(C(C)(C)C)C=C1 Chemical compound ClCCS(O)(O)(=O)C(C)COC1=CC=C(C(C)(C)C)C=C1 SOVGAJCNOMANBK-UHFFFAOYSA-N 0.000 abstract 1
- YVGGHNCTFXOJCH-UHFFFAOYSA-N DDT Chemical compound C1=CC(Cl)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(Cl)C=C1 YVGGHNCTFXOJCH-UHFFFAOYSA-N 0.000 abstract 1
- 239000005947 Dimethoate Substances 0.000 abstract 1
- JHJOOSLFWRRSGU-UHFFFAOYSA-N Fenchlorphos Chemical compound COP(=S)(OC)OC1=CC(Cl)=C(Cl)C=C1Cl JHJOOSLFWRRSGU-UHFFFAOYSA-N 0.000 abstract 1
- 101000834981 Homo sapiens Testis, prostate and placenta-expressed protein Proteins 0.000 abstract 1
- 239000005949 Malathion Substances 0.000 abstract 1
- YNEVBPNZHBAYOA-UHFFFAOYSA-N Mexacarbate Chemical compound CNC(=O)OC1=CC(C)=C(N(C)C)C(C)=C1 YNEVBPNZHBAYOA-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 abstract 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 abstract 1
- IDCBOTIENDVCBQ-UHFFFAOYSA-N TEPP Chemical compound CCOP(=O)(OCC)OP(=O)(OCC)OCC IDCBOTIENDVCBQ-UHFFFAOYSA-N 0.000 abstract 1
- 102100026164 Testis, prostate and placenta-expressed protein Human genes 0.000 abstract 1
- CRPUJAZIXJMDBK-UHFFFAOYSA-N Toxaphene Natural products C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 abstract 1
- AVUYXHYHTTVPRX-UHFFFAOYSA-N Tris(2-methyl-1-aziridinyl)phosphine oxide Chemical compound CC1CN1P(=O)(N1C(C1)C)N1C(C)C1 AVUYXHYHTTVPRX-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 229940024113 allethrin Drugs 0.000 abstract 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 abstract 1
- 229960005286 carbaryl Drugs 0.000 abstract 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- XLOPRKKSAJMMEW-UHFFFAOYSA-N chrysanthemic acid Chemical compound CC(C)=CC1C(C(O)=O)C1(C)C XLOPRKKSAJMMEW-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 abstract 1
- DFBKLUNHFCTMDC-PICURKEMSA-N dieldrin Chemical compound C([C@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@H]2[C@@H]2[C@H]1O2 DFBKLUNHFCTMDC-PICURKEMSA-N 0.000 abstract 1
- 229950006824 dieldrin Drugs 0.000 abstract 1
- NGPMUTDCEIKKFM-UHFFFAOYSA-N dieldrin Natural products CC1=C(Cl)C2(Cl)C3C4CC(C5OC45)C3C1(Cl)C2(Cl)Cl NGPMUTDCEIKKFM-UHFFFAOYSA-N 0.000 abstract 1
- FAXIJTUDSBIMHY-UHFFFAOYSA-N diethoxy-(2-ethylsulfanylethoxy)-sulfanylidene-$l^{5}-phosphane;1-diethoxyphosphorylsulfanyl-2-ethylsulfanylethane Chemical compound CCOP(=O)(OCC)SCCSCC.CCOP(=S)(OCC)OCCSCC FAXIJTUDSBIMHY-UHFFFAOYSA-N 0.000 abstract 1
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 abstract 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 abstract 1
- DFBKLUNHFCTMDC-GKRDHZSOSA-N endrin Chemical compound C([C@@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@@H]2[C@H]2[C@@H]1O2 DFBKLUNHFCTMDC-GKRDHZSOSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 abstract 1
- JLYXXMFPNIAWKQ-GNIYUCBRSA-N gamma-hexachlorocyclohexane Chemical compound Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl JLYXXMFPNIAWKQ-GNIYUCBRSA-N 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- FRCCEHPWNOQAEU-UHFFFAOYSA-N heptachlor Chemical compound ClC1=C(Cl)C2(Cl)C3C=CC(Cl)C3C1(Cl)C2(Cl)Cl FRCCEHPWNOQAEU-UHFFFAOYSA-N 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 229960002809 lindane Drugs 0.000 abstract 1
- 229960000453 malathion Drugs 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 abstract 1
- RLBIQVVOMOPOHC-UHFFFAOYSA-N parathion-methyl Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1 RLBIQVVOMOPOHC-UHFFFAOYSA-N 0.000 abstract 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 abstract 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 abstract 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 abstract 1
- 229940080817 rotenone Drugs 0.000 abstract 1
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
- OEJNXTAZZBRGDN-UHFFFAOYSA-N toxaphene Chemical compound ClC1C(Cl)C2(Cl)C(CCl)(CCl)C(=C)C1(Cl)C2(Cl)Cl OEJNXTAZZBRGDN-UHFFFAOYSA-N 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/22—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms directly attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/10—Radicals substituted by halogen atoms or nitro radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72654068A | 1968-05-03 | 1968-05-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES366718A1 true ES366718A1 (es) | 1971-07-16 |
Family
ID=24919017
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES366718A Expired ES366718A1 (es) | 1968-05-03 | 1969-05-02 | Un procedimiento para preparar un compuesto bencimidazol. |
| ES387295A Expired ES387295A1 (es) | 1968-05-03 | 1971-01-15 | Un procedimiento para preparar un compuesto de bencimidazol |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES387295A Expired ES387295A1 (es) | 1968-05-03 | 1971-01-15 | Un procedimiento para preparar un compuesto de bencimidazol |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5636165B1 (cs) |
| BE (1) | BE732415A (cs) |
| BG (3) | BG17584A3 (cs) |
| CH (1) | CH509756A (cs) |
| CS (1) | CS208686B2 (cs) |
| DE (2) | DE1966823C3 (cs) |
| EG (1) | EG9285A (cs) |
| ES (2) | ES366718A1 (cs) |
| FR (1) | FR2007808B1 (cs) |
| GB (3) | GB1268000A (cs) |
| HK (3) | HK17176A (cs) |
| IL (1) | IL32074A (cs) |
| MY (3) | MY7500101A (cs) |
| NL (1) | NL158365B (cs) |
| PH (1) | PH9655A (cs) |
| RO (2) | RO55895A (cs) |
| YU (2) | YU35357B (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3621301A1 (de) * | 1986-06-25 | 1988-01-07 | Bayer Ag | 2-trifluormethyl-benzimidazole |
| EP2878198B1 (de) | 2013-11-29 | 2016-09-14 | Flügel GmbH | Verfahren zum Anlocken von kambiophagen, xylophagen und/oder myzetophagen Insekten |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE659384A (fr) * | 1965-02-05 | 1965-08-05 | Fisons Pest Control Ltd | Composition herbicide et parasiticide. |
| US3632397A (en) * | 1966-01-26 | 1972-01-04 | Lilly Co Eli | Method of controlling weeds pre-emergently |
-
1969
- 1969-04-23 EG EG221/69*A patent/EG9285A/xx active
- 1969-04-25 IL IL32074A patent/IL32074A/xx unknown
- 1969-04-30 BG BG016231A patent/BG17584A3/xx unknown
- 1969-04-30 BG BG016232A patent/BG19163A3/xx unknown
- 1969-04-30 YU YU1064/69A patent/YU35357B/xx unknown
- 1969-04-30 BG BG12151A patent/BG17437A3/xx unknown
- 1969-05-02 DE DE1966823A patent/DE1966823C3/de not_active Expired
- 1969-05-02 GB GB57613/70A patent/GB1268000A/en not_active Expired
- 1969-05-02 PH PH10284*UA patent/PH9655A/en unknown
- 1969-05-02 GB GB57611/70A patent/GB1267999A/en not_active Expired
- 1969-05-02 ES ES366718A patent/ES366718A1/es not_active Expired
- 1969-05-02 BE BE732415D patent/BE732415A/xx unknown
- 1969-05-02 DE DE19691922572 patent/DE1922572A1/de not_active Withdrawn
- 1969-05-02 GB GB22589/69A patent/GB1267998A/en not_active Expired
- 1969-05-02 FR FR6914147A patent/FR2007808B1/fr not_active Expired
- 1969-05-02 JP JP3446769A patent/JPS5636165B1/ja active Pending
- 1969-05-04 CS CS693152A patent/CS208686B2/cs unknown
- 1969-05-05 RO RO59885A patent/RO55895A/ro unknown
- 1969-05-05 CH CH684869A patent/CH509756A/de not_active IP Right Cessation
- 1969-05-05 RO RO6900071823A patent/RO62449A/ro unknown
- 1969-05-05 NL NL6906852.A patent/NL158365B/xx not_active IP Right Cessation
-
1971
- 1971-01-15 ES ES387295A patent/ES387295A1/es not_active Expired
-
1974
- 1974-08-16 YU YU2257/74A patent/YU35586B/xx unknown
-
1975
- 1975-12-30 MY MY101/75A patent/MY7500101A/xx unknown
- 1975-12-30 MY MY102/75A patent/MY7500102A/xx unknown
- 1975-12-30 MY MY100/75A patent/MY7500100A/xx unknown
-
1976
- 1976-03-25 HK HK171/76*UA patent/HK17176A/xx unknown
- 1976-03-25 HK HK170/76*UA patent/HK17076A/xx unknown
- 1976-03-25 HK HK169/76*UA patent/HK16976A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| YU106469A (en) | 1980-06-30 |
| FR2007808B1 (cs) | 1976-07-23 |
| FR2007808A1 (cs) | 1970-01-09 |
| BG17584A3 (bg) | 1973-11-10 |
| DE1966823B2 (de) | 1980-08-28 |
| IL32074A (en) | 1975-10-15 |
| CS208686B2 (en) | 1981-09-15 |
| MY7500100A (en) | 1975-12-31 |
| EG9285A (en) | 1976-11-30 |
| GB1267998A (en) | 1972-03-22 |
| IL32074A0 (en) | 1969-06-25 |
| NL158365B (nl) | 1978-11-15 |
| HK17176A (en) | 1976-04-02 |
| MY7500101A (en) | 1975-12-31 |
| DE1966823C3 (de) | 1981-04-30 |
| YU35586B (en) | 1981-04-30 |
| BE732415A (cs) | 1969-11-03 |
| NL6906852A (cs) | 1969-11-05 |
| HK17076A (en) | 1976-04-02 |
| YU35357B (en) | 1980-12-31 |
| DE1966823A1 (de) | 1974-09-05 |
| PH9655A (en) | 1976-01-27 |
| HK16976A (en) | 1976-04-02 |
| CH509756A (de) | 1971-07-15 |
| ES387295A1 (es) | 1974-01-01 |
| RO62449A (fr) | 1978-01-15 |
| JPS5636165B1 (cs) | 1981-08-22 |
| GB1268000A (en) | 1972-03-22 |
| DE1922572A1 (de) | 1969-11-13 |
| YU225774A (en) | 1980-10-31 |
| BG19163A3 (bg) | 1975-04-30 |
| BG17437A3 (cs) | 1973-11-10 |
| GB1267999A (en) | 1972-03-22 |
| MY7500102A (en) | 1975-12-31 |
| RO55895A (cs) | 1974-02-01 |
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