JPH0547540B2 - - Google Patents
Info
- Publication number
- JPH0547540B2 JPH0547540B2 JP8741991A JP8741991A JPH0547540B2 JP H0547540 B2 JPH0547540 B2 JP H0547540B2 JP 8741991 A JP8741991 A JP 8741991A JP 8741991 A JP8741991 A JP 8741991A JP H0547540 B2 JPH0547540 B2 JP H0547540B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- chemical formula
- compound
- general formula
- chemical
- 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 - Fee Related
Links
- 239000000126 substance Substances 0.000 claims 51
- 150000001875 compounds Chemical class 0.000 claims 39
- 238000000034 method Methods 0.000 claims 16
- 241000238631 Hexapoda Species 0.000 claims 12
- 238000006243 chemical reaction Methods 0.000 claims 12
- -1 nitromethylene Chemical class 0.000 claims 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 10
- 238000004519 manufacturing process Methods 0.000 claims 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 9
- 125000000217 alkyl group Chemical group 0.000 claims 9
- 241000607479 Yersinia pestis Species 0.000 claims 8
- 239000003795 chemical substances by application Substances 0.000 claims 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 5
- 230000000749 insecticidal effect Effects 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- 229910052698 phosphorus Inorganic materials 0.000 claims 5
- 239000011574 phosphorus Substances 0.000 claims 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 5
- 241000270666 Testudines Species 0.000 claims 4
- 150000004985 diamines Chemical class 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- 241000196324 Embryophyta Species 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 241001556089 Nilaparvata lugens Species 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- 238000003786 synthesis reaction Methods 0.000 claims 3
- 238000010998 test method Methods 0.000 claims 3
- OHXNZFJZRFHBLX-UHFFFAOYSA-N 2-(nitromethylidene)imidazolidine Chemical class [O-][N+](=O)C=C1NCCN1 OHXNZFJZRFHBLX-UHFFFAOYSA-N 0.000 claims 2
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 claims 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 2
- 241001600408 Aphis gossypii Species 0.000 claims 2
- 241000238657 Blattella germanica Species 0.000 claims 2
- 241000256593 Brachycaudus schwartzi Species 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- 241000254173 Coleoptera Species 0.000 claims 2
- 241000489975 Diabrotica Species 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- 241000254023 Locusta Species 0.000 claims 2
- 241000721703 Lymantria dispar Species 0.000 claims 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 2
- 240000007594 Oryza sativa Species 0.000 claims 2
- 241000238675 Periplaneta americana Species 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 244000061458 Solanum melongena Species 0.000 claims 2
- 235000002597 Solanum melongena Nutrition 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 244000000054 animal parasite Species 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000011230 binding agent Substances 0.000 claims 2
- 238000009835 boiling Methods 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 2
- 239000013078 crystal Substances 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 239000003995 emulsifying agent Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- HKSZSGAPTPXYTI-UHFFFAOYSA-N n'-[(6-chloropyridin-3-yl)methyl]ethane-1,2-diamine Chemical compound NCCNCC1=CC=C(Cl)N=C1 HKSZSGAPTPXYTI-UHFFFAOYSA-N 0.000 claims 2
- HTFHALGFLUWNGS-UHFFFAOYSA-N n'-[(6-chloropyridin-3-yl)methyl]propane-1,3-diamine Chemical compound NCCCNCC1=CC=C(Cl)N=C1 HTFHALGFLUWNGS-UHFFFAOYSA-N 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims 2
- 239000002994 raw material Substances 0.000 claims 2
- 238000005507 spraying Methods 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims 2
- KQJKUOYVWLBSDN-UHFFFAOYSA-N (5-chloropyridin-2-yl)methanamine Chemical compound NCC1=CC=C(Cl)C=N1 KQJKUOYVWLBSDN-UHFFFAOYSA-N 0.000 claims 1
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 1
- NXGHEDHQXXXTTP-UHFFFAOYSA-N 1,1-bis(methylsulfanyl)-2-nitroethene Chemical group CSC(SC)=C[N+]([O-])=O NXGHEDHQXXXTTP-UHFFFAOYSA-N 0.000 claims 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- DKYBVKMIZODYKL-UHFFFAOYSA-N 1,3-diazinane Chemical class C1CNCNC1 DKYBVKMIZODYKL-UHFFFAOYSA-N 0.000 claims 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims 1
- UYALCZIXSUIFCF-UHFFFAOYSA-N 2-chloro-5-(2-chloroethyl)pyridine Chemical compound ClCCC1=CC=C(Cl)N=C1 UYALCZIXSUIFCF-UHFFFAOYSA-N 0.000 claims 1
- SKCNYHLTRZIINA-UHFFFAOYSA-N 2-chloro-5-(chloromethyl)pyridine Chemical compound ClCC1=CC=C(Cl)N=C1 SKCNYHLTRZIINA-UHFFFAOYSA-N 0.000 claims 1
- ALNDHUQPXHHNON-UHFFFAOYSA-N 2-chloro-5-[[2-(nitromethylidene)imidazolidin-1-yl]methyl]pyridine Chemical compound [O-][N+](=O)C=C1NCCN1CC1=CC=C(Cl)N=C1 ALNDHUQPXHHNON-UHFFFAOYSA-N 0.000 claims 1
- BWKBHVSHVSYXJT-UHFFFAOYSA-N 2-chloro-5-[[2-(nitromethylidene)piperidin-1-yl]methyl]pyridine Chemical compound ClC1=CC=C(C=N1)CN1C(CCCC1)=C[N+](=O)[O-] BWKBHVSHVSYXJT-UHFFFAOYSA-N 0.000 claims 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 claims 1
- ROLNAQAIJCRSCC-UHFFFAOYSA-N 2-methylideneimidazolidine Chemical class C=C1NCCN1 ROLNAQAIJCRSCC-UHFFFAOYSA-N 0.000 claims 1
- CNQCWYFDIQSALX-UHFFFAOYSA-N 3-(chloromethyl)pyridine Chemical compound ClCC1=CC=CN=C1 CNQCWYFDIQSALX-UHFFFAOYSA-N 0.000 claims 1
- AFWWKZCPPRPDQK-UHFFFAOYSA-N 6-chloropyridine-3-carbaldehyde Chemical compound ClC1=CC=C(C=O)C=N1 AFWWKZCPPRPDQK-UHFFFAOYSA-N 0.000 claims 1
- FMEBIWNKYZUWFV-UHFFFAOYSA-N 6-chloropyridine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=C(Cl)N=C1 FMEBIWNKYZUWFV-UHFFFAOYSA-N 0.000 claims 1
- 241000175828 Adoxophyes orana Species 0.000 claims 1
- 241000256118 Aedes aegypti Species 0.000 claims 1
- 241000600972 Agriotes fuscicollis Species 0.000 claims 1
- 241000218473 Agrotis Species 0.000 claims 1
- 241000519878 Anomala rufocuprea Species 0.000 claims 1
- 241000256186 Anopheles <genus> Species 0.000 claims 1
- 241001124076 Aphididae Species 0.000 claims 1
- 241001095118 Aphis pomi Species 0.000 claims 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims 1
- 206010004194 Bed bug infestation Diseases 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 1
- 241000726760 Cadra cautella Species 0.000 claims 1
- 241001313742 Callosobruchus chinensis Species 0.000 claims 1
- 241000282465 Canis Species 0.000 claims 1
- 241000426497 Chilo suppressalis Species 0.000 claims 1
- 241001414720 Cicadellidae Species 0.000 claims 1
- 241001327638 Cimex lectularius Species 0.000 claims 1
- 241001414835 Cimicidae Species 0.000 claims 1
- 241000207199 Citrus Species 0.000 claims 1
- 241001498622 Cixius wagneri Species 0.000 claims 1
- 241000490513 Ctenocephalides canis Species 0.000 claims 1
- 241000256059 Culex pipiens Species 0.000 claims 1
- 241000256060 Culex tritaeniorhynchus Species 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- 241001635274 Cydia pomonella Species 0.000 claims 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims 1
- 241000255925 Diptera Species 0.000 claims 1
- 241000336797 Eoeurysa flavocapitata Species 0.000 claims 1
- 241001301805 Epilachna Species 0.000 claims 1
- 241001466042 Fulgoromorpha Species 0.000 claims 1
- 241000255896 Galleria mellonella Species 0.000 claims 1
- 241001660203 Gasterophilus Species 0.000 claims 1
- 241000785585 Gryllotalpa africana Species 0.000 claims 1
- 241000241125 Gryllotalpa gryllotalpa Species 0.000 claims 1
- 241000258937 Hemiptera Species 0.000 claims 1
- 241000256602 Isoptera Species 0.000 claims 1
- 241000258915 Leptinotarsa Species 0.000 claims 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 claims 1
- 229910010082 LiAlH Inorganic materials 0.000 claims 1
- 241000966204 Lissorhoptrus oryzophilus Species 0.000 claims 1
- 241001177134 Lyctus Species 0.000 claims 1
- 241000255685 Malacosoma neustria Species 0.000 claims 1
- 241000555303 Mamestra brassicae Species 0.000 claims 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 claims 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims 1
- 241001442207 Monochamus alternatus Species 0.000 claims 1
- 241000257159 Musca domestica Species 0.000 claims 1
- 241000721623 Myzus Species 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- 241000358422 Nephotettix cincticeps Species 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 241000131095 Oniscidea Species 0.000 claims 1
- 241000238814 Orthoptera Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 241000320508 Pentatomidae Species 0.000 claims 1
- 241001674048 Phthiraptera Species 0.000 claims 1
- 241001525654 Phyllocnistis citrella Species 0.000 claims 1
- 241000255972 Pieris <butterfly> Species 0.000 claims 1
- 241000500437 Plutella xylostella Species 0.000 claims 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- 241000596535 Pseudococcus comstocki Species 0.000 claims 1
- 241000526145 Psylla Species 0.000 claims 1
- 244000088401 Pyrus pyrifolia Species 0.000 claims 1
- 235000001630 Pyrus pyrifolia var culta Nutrition 0.000 claims 1
- 244000088415 Raphanus sativus Species 0.000 claims 1
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 claims 1
- 241001124072 Reduviidae Species 0.000 claims 1
- 241000722251 Rhodnius Species 0.000 claims 1
- 241000125162 Rhopalosiphum Species 0.000 claims 1
- 241000254152 Sitophilus oryzae Species 0.000 claims 1
- 241000254154 Sitophilus zeamais Species 0.000 claims 1
- 241000985245 Spodoptera litura Species 0.000 claims 1
- 241001509008 Stephanitis Species 0.000 claims 1
- 241001494139 Stomoxys Species 0.000 claims 1
- 241000254113 Tribolium castaneum Species 0.000 claims 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims 1
- 241001259047 Trichodectes Species 0.000 claims 1
- 241001630065 Unaspis yanonensis Species 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 229940072049 amyl acetate Drugs 0.000 claims 1
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 230000004071 biological effect Effects 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 235000020971 citrus fruits Nutrition 0.000 claims 1
- 239000004927 clay Substances 0.000 claims 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 244000078703 ectoparasite Species 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 244000000013 helminth Species 0.000 claims 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 claims 1
- 239000003701 inert diluent Substances 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000011081 inoculation Methods 0.000 claims 1
- 239000002917 insecticide Substances 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- 229960004592 isopropanol Drugs 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 claims 1
- 229960003966 nicotinamide Drugs 0.000 claims 1
- 235000005152 nicotinamide Nutrition 0.000 claims 1
- 239000011570 nicotinamide Substances 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000012488 sample solution Substances 0.000 claims 1
- 238000012216 screening Methods 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 239000007921 spray Substances 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 238000003860 storage Methods 0.000 claims 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims 1
- 150000003457 sulfones Chemical class 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
Landscapes
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8741991A JPH04217957A (ja) | 1991-03-28 | 1991-03-28 | 新規ジアミン類及びその製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8741991A JPH04217957A (ja) | 1991-03-28 | 1991-03-28 | 新規ジアミン類及びその製法 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7296684A Division JPS60218386A (ja) | 1984-04-13 | 1984-04-13 | ニトロメチレン誘導体、その製法及び殺虫剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04217957A JPH04217957A (ja) | 1992-08-07 |
| JPH0547540B2 true JPH0547540B2 (enrdf_load_stackoverflow) | 1993-07-19 |
Family
ID=13914359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8741991A Granted JPH04217957A (ja) | 1991-03-28 | 1991-03-28 | 新規ジアミン類及びその製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04217957A (enrdf_load_stackoverflow) |
-
1991
- 1991-03-28 JP JP8741991A patent/JPH04217957A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04217957A (ja) | 1992-08-07 |
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