JPS6320825B2 - - Google Patents

Info

Publication number: JPS6320825B2
Authority: JP; Japan
Prior art keywords: formula; general formula; hydrogen atom; weight; parts
Prior art date: 1979-08-09
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

Application number

JP10207479A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5626889A (en

Inventor

Minoru Sanemitsu

Masato Mizutani

Seizo Sumida

Haruhiko Kato

Hiromichi Ooshio

Shunichi Hashimoto

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sumitomo Chemical Co Ltd

Original Assignee

Sumitomo Chemical Co Ltd

Priority date (The priority date 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 date listed.)

1979-08-09

Filing date

1979-08-09

Publication date

1988-04-30

1979-08-09 Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd

1979-08-09 Priority to JP10207479A priority Critical patent/JPS5626889A/ja

1980-04-25 Priority to US06/143,549 priority patent/US4297129A/en

1980-04-25 Priority to FR8009376A priority patent/FR2454760A1/fr

1980-04-25 Priority to GB8013693A priority patent/GB2050355A/en

1980-04-26 Priority to PL1980223795A priority patent/PL126703B1/pl

1980-04-28 Priority to CA000350797A priority patent/CA1157677A/en

1980-04-28 Priority to DE19803016304 priority patent/DE3016304A1/de

1980-04-28 Priority to IT67673/80A priority patent/IT1129082B/it

1980-04-28 Priority to AR280829A priority patent/AR227020A1/es

1980-09-26 Priority to FR8020770A priority patent/FR2465728A1/fr

1981-03-16 Publication of JPS5626889A publication Critical patent/JPS5626889A/ja

1982-11-02 Priority to CA000414722A priority patent/CA1167035A/en

1988-04-30 Publication of JPS6320825B2 publication Critical patent/JPS6320825B2/ja

Status Granted legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 claims description 15
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
230000002363 herbicidal effect Effects 0.000 claims description 10
239000004009 herbicide Substances 0.000 claims description 6
239000004480 active ingredient Substances 0.000 claims description 5
150000003839 salts Chemical class 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims 6
SSPYSWLZOPCOLO-UHFFFAOYSA-N 6-azauracil Chemical class O=C1C=NNC(=O)N1 SSPYSWLZOPCOLO-UHFFFAOYSA-N 0.000 claims 3
125000003545 alkoxy group Chemical group 0.000 claims 2
125000005157 alkyl carboxy group Chemical group 0.000 claims 2
-1 etc.) Polymers 0.000 description 18
241000196324 Embryophyta Species 0.000 description 15
239000000203 mixture Substances 0.000 description 8
238000009472 formulation Methods 0.000 description 7
239000000126 substance Substances 0.000 description 7
229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
239000008187 granular material Substances 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
239000000843 powder Substances 0.000 description 5
244000075850 Avena orientalis Species 0.000 description 4
235000007319 Avena orientalis Nutrition 0.000 description 4
241000209140 Triticum Species 0.000 description 4
235000021307 Triticum Nutrition 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
239000004927 clay Substances 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
235000019441 ethanol Nutrition 0.000 description 4
238000011156 evaluation Methods 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
229930195729 fatty acid Natural products 0.000 description 4
235000013312 flour Nutrition 0.000 description 4
239000002689 soil Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
231100000674 Phytotoxicity Toxicity 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
150000001346 alkyl aryl ethers Chemical class 0.000 description 3
238000012360 testing method Methods 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
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
244000058871 Echinochloa crus-galli Species 0.000 description 2
229920001732 Lignosulfonate Polymers 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
229920002472 Starch Polymers 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
239000000440 bentonite Substances 0.000 description 2
229910000278 bentonite Inorganic materials 0.000 description 2
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
239000000969 carrier Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
230000000887 hydrating effect Effects 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
238000012545 processing Methods 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000008107 starch Substances 0.000 description 2
235000019698 starch Nutrition 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
239000008096 xylene Substances 0.000 description 2
HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 description 1
XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
DFGKGUXTPFWHIX-UHFFFAOYSA-N 6-[2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]acetyl]-3H-1,3-benzoxazol-2-one Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)C1=CC2=C(NC(O2)=O)C=C1 DFGKGUXTPFWHIX-UHFFFAOYSA-N 0.000 description 1
229920001817 Agar Polymers 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
240000001592 Amaranthus caudatus Species 0.000 description 1
235000009328 Amaranthus caudatus Nutrition 0.000 description 1
235000007558 Avena sp Nutrition 0.000 description 1
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
240000008067 Cucumis sativus Species 0.000 description 1
235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
229920002871 Dammar gum Polymers 0.000 description 1
239000004860 Dammar gum Substances 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
241000219146 Gossypium Species 0.000 description 1
240000001549 Ipomoea eriocarpa Species 0.000 description 1
235000005146 Ipomoea eriocarpa Nutrition 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241001520921 Leersia virginica Species 0.000 description 1
RRVIAQKBTUQODI-UHFFFAOYSA-N Methabenzthiazuron Chemical compound C1=CC=C2SC(N(C)C(=O)NC)=NC2=C1 RRVIAQKBTUQODI-UHFFFAOYSA-N 0.000 description 1
LRUUNMYPIBZBQH-UHFFFAOYSA-N Methazole Chemical compound O=C1N(C)C(=O)ON1C1=CC=C(Cl)C(Cl)=C1 LRUUNMYPIBZBQH-UHFFFAOYSA-N 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
229920001214 Polysorbate 60 Polymers 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
244000088415 Raphanus sativus Species 0.000 description 1
235000006140 Raphanus sativus var sativus Nutrition 0.000 description 1
235000021536 Sugar beet Nutrition 0.000 description 1
240000000851 Vaccinium corymbosum Species 0.000 description 1
235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
AKGGOMZLAADIQD-UHFFFAOYSA-N [3-(methoxycarbonylamino)phenyl]-(3-methylphenyl)carbamic acid Chemical compound COC(=O)NC1=CC=CC(N(C(O)=O)C=2C=C(C)C=CC=2)=C1 AKGGOMZLAADIQD-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
239000008272 agar Substances 0.000 description 1
235000010419 agar Nutrition 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000005215 alkyl ethers Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
229910052586 apatite Inorganic materials 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
235000021014 blueberries Nutrition 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000005018 casein Substances 0.000 description 1
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
235000021240 caseins Nutrition 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
239000013078 crystal Substances 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 1
SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000004945 emulsification Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
RZILCCPWPBTYDO-UHFFFAOYSA-N fluometuron Chemical compound CN(C)C(=O)NC1=CC=CC(C(F)(F)F)=C1 RZILCCPWPBTYDO-UHFFFAOYSA-N 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
238000005469 granulation Methods 0.000 description 1
230000003179 granulation Effects 0.000 description 1
229910052602 gypsum Inorganic materials 0.000 description 1
239000010440 gypsum Substances 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000011835 investigation Methods 0.000 description 1
QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
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 1
ZTMKADLOSYKWCA-UHFFFAOYSA-N lenacil Chemical compound O=C1NC=2CCCC=2C(=O)N1C1CCCCC1 ZTMKADLOSYKWCA-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
TWWDDFFHABKNMQ-UHFFFAOYSA-N oxosilicon;hydrate Chemical compound O.[Si]=O TWWDDFFHABKNMQ-UHFFFAOYSA-N 0.000 description 1
VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
229940127557 pharmaceutical product Drugs 0.000 description 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 1
LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000002994 raw material Substances 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
235000011121 sodium hydroxide Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000010455 vermiculite Substances 0.000 description 1
229910052902 vermiculite Inorganic materials 0.000 description 1
235000019354 vermiculite Nutrition 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1

Landscapes

Plural Heterocyclic Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

JP10207479A 1979-04-27 1979-08-09 2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione derivative or its salt, its preparation, and herbicide containing the same Granted JPS5626889A (en)

Priority Applications (11)

Application Number	Priority Date	Filing Date	Title
JP10207479A JPS5626889A (en)	1979-08-09	1979-08-09	2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione derivative or its salt, its preparation, and herbicide containing the same
US06/143,549 US4297129A (en)	1979-04-27	1980-04-25	3,5-Dioxo-1,2,4-triazines
FR8009376A FR2454760A1 (fr)	1979-04-27	1980-04-25	Procede de production de derives de 3,5-dioxo-1,2,4-triazine, nouveaux produits ainsi obtenus et leur utilisation comme herbicides
GB8013693A GB2050355A (en)	1979-04-27	1980-04-25	3,5-dioxo-1,2,4-triazine derivatives and their use and production
PL1980223795A PL126703B1 (en)	1979-04-27	1980-04-26	Herbicide
CA000350797A CA1157677A (en)	1979-04-27	1980-04-28	3,5-dioxo-1,2,4-triazine derivatives and their use and production
DE19803016304 DE3016304A1 (de)	1979-04-27	1980-04-28	3,5-dioxo-1,2,4-triazine und deren salze, verfahren zu ihrer herstellung und verwendung
IT67673/80A IT1129082B (it)	1979-04-27	1980-04-28	Derivati della 3 5 diosso 1 2 4 triazina particolarmente utili come erbicidi selettivi e procedimento per la loro preparazione
AR280829A AR227020A1 (es)	1979-04-27	1980-04-28	Composicion herbicida que contiene como agente activo derivados de 3,5-dioxo-1,2,4-triazina;derivados de 3,5-dioxo-1,2,4-triazina de aplicacion exclusiva en dichas composiciones y procedimiento para preparar dichos derivados
FR8020770A FR2465728A1 (fr)	1979-08-09	1980-09-26	Derives de 3,5-dioxo-1,2,4-triazine
CA000414722A CA1167035A (en)	1979-04-27	1982-11-02	3,5-dioxo-1,2,4-triazine derivatives and their use and production

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP10207479A JPS5626889A (en)	1979-08-09	1979-08-09	2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione derivative or its salt, its preparation, and herbicide containing the same

Publications (2)

Publication Number	Publication Date
JPS5626889A JPS5626889A (en)	1981-03-16
JPS6320825B2 true JPS6320825B2 (no)	1988-04-30

Family

ID=14317613

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP10207479A Granted JPS5626889A (en)	1979-04-27	1979-08-09	2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione derivative or its salt, its preparation, and herbicide containing the same

Country Status (1)

Country	Link
JP (1)	JPS5626889A (no)

1979
- 1979-08-09 JP JP10207479A patent/JPS5626889A/ja active Granted

Also Published As

Publication number	Publication date
JPS5626889A (en)	1981-03-16

Publication	Publication Date	Title
JPS60166665A (ja)	1985-08-29	テトラヒドロ−２ｈ−インダゾ−ル誘導体、その製造法およびそれを有効成分とする除草剤
JPS63115861A (ja)	1988-05-20	α−イミノカルボン酸アニリドを含有する除草剤ならびに新規なα−イミノカルボン酸アニリドおよびその製造方法
JPH0543706B2 (no)	1993-07-02
JPS6299368A (ja)	1987-05-08	Δ↑２−１，２，４−トリアゾリン−５−オン誘導体及びその製法並びにその用途
JPS6013039B2 (ja)	1985-04-04	植物保護剤
JPH02233602A (ja)	1990-09-17	除草剤
JPS6320825B2 (no)	1988-04-30
JPS5832890A (ja)	1983-02-25	ホスホン酸エステル誘導体、その製造方法およびそれを有効成分とする除草剤
CA1193261A (en)	1985-09-10	Derivatives of tetrahydrobenzothiazole and herbicidal compositions containing the same as an active ingredient
JPS5967255A (ja)	1984-04-16	Ｎ−フエニルテトラヒドロフタラミン酸誘導体、その製造法およびそれを有効成分とする除草剤
JPS6232192B2 (no)	1987-07-13
JP2516384B2 (ja)	1996-07-24	ペンズアミド誘導体
JP2730022B2 (ja)	1998-03-25	３−アルコキシブチリルイミダゾール誘導体、その製造法及び除草剤
JPS6351142B2 (no)	1988-10-13
JPS6229433B2 (no)	1987-06-25
JPH0326200B2 (no)	1991-04-10
JPS6320826B2 (no)	1988-04-30
JPH0240673B2 (no)	1990-09-12
JPH0331706B2 (no)	1991-05-08
JPS6258359B2 (no)	1987-12-05
JPS6232191B2 (no)	1987-07-13
JPH0247464B2 (no)	1990-10-19
JPS6320827B2 (no)	1988-04-30
JPH0372635B2 (no)	1991-11-19
JPS6354709B2 (no)	1988-10-28