DE2444822A1 - 2,1,3-benzothiadiazin(4)on-2,2dioxid-derivate - Google Patents
2,1,3-benzothiadiazin(4)on-2,2dioxid-derivateInfo
- Publication number
- DE2444822A1 DE2444822A1 DE19742444822 DE2444822A DE2444822A1 DE 2444822 A1 DE2444822 A1 DE 2444822A1 DE 19742444822 DE19742444822 DE 19742444822 DE 2444822 A DE2444822 A DE 2444822A DE 2444822 A1 DE2444822 A1 DE 2444822A1
- Authority
- DE
- Germany
- Prior art keywords
- isopropyl
- dioxide
- benzothiadiazin
- substituted
- radical
- 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.)
- Withdrawn
Links
- GMCRNNWINPJXJN-UHFFFAOYSA-N 1h-2,1,3-benzothiadiazine Chemical compound C1=CC=C2NSN=CC2=C1 GMCRNNWINPJXJN-UHFFFAOYSA-N 0.000 title 2
- -1 n-butyryl Chemical group 0.000 claims description 116
- 150000001875 compounds Chemical class 0.000 claims description 31
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 16
- 230000002363 herbicidal effect Effects 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- LQPLHPJCZQSQAO-UHFFFAOYSA-N 3-propan-2-yl-2,1,3-benzothiadiazine Chemical compound C1=CC=CC2=CN(C(C)C)SN=C21 LQPLHPJCZQSQAO-UHFFFAOYSA-N 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- HAVZTGSQJIEKPI-UHFFFAOYSA-N benzothiadiazine Chemical compound C1=CC=C2C=NNSC2=C1 HAVZTGSQJIEKPI-UHFFFAOYSA-N 0.000 claims description 6
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 5
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
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- 229940060296 dodecylbenzenesulfonic acid Drugs 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
- 230000000694 effects Effects 0.000 description 1
- QQSGDKKFXBGYON-UHFFFAOYSA-N ethoxy-methylperoxy-(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxy-sulfanylidene-$l^{5}-phosphane Chemical group CCOP(=S)(OOC)OC1=CC(C)=NC(C(C)C)=N1 QQSGDKKFXBGYON-UHFFFAOYSA-N 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 235000002532 grape seed extract Nutrition 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical class CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical class CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 125000003651 hexanedioyl group Chemical group C(CCCCC(=O)*)(=O)* 0.000 description 1
- 150000001469 hydantoins Chemical group 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical group 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- 125000005929 isobutyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])OC(*)=O 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- 125000006262 isopropyl amino sulfonyl group Chemical group 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
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000006261 methyl amino sulfonyl group Chemical group [H]N(C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- ATHHXGZTWNVVOU-UHFFFAOYSA-N monomethyl-formamide Natural products CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DLMICMXXVVMDNV-UHFFFAOYSA-N n,n-di(propan-2-yl)propan-1-amine Chemical compound CCCN(C(C)C)C(C)C DLMICMXXVVMDNV-UHFFFAOYSA-N 0.000 description 1
- QDXJJPIMBDNLIN-UHFFFAOYSA-N n,n-diethyl-3-propan-2-yl-4h-2,1,3-benzothiadiazine-1-carboxamide Chemical compound C1=CC=C2N(C(=O)N(CC)CC)SN(C(C)C)CC2=C1 QDXJJPIMBDNLIN-UHFFFAOYSA-N 0.000 description 1
- 125000006126 n-butyl sulfonyl group Chemical group 0.000 description 1
- PJBSJGIBUIINDQ-UHFFFAOYSA-N n-methyl-3-propan-2-yl-4h-2,1,3-benzothiadiazine-1-sulfonamide Chemical compound C1=CC=C2N(S(=O)(=O)NC)SN(C(C)C)CC2=C1 PJBSJGIBUIINDQ-UHFFFAOYSA-N 0.000 description 1
- ATHHXGZTWNVVOU-VQEHIDDOSA-N n-methylformamide Chemical group CN[13CH]=O ATHHXGZTWNVVOU-VQEHIDDOSA-N 0.000 description 1
- 125000006129 n-pentyl sulfonyl group Chemical group 0.000 description 1
- 125000006124 n-propyl sulfonyl group Chemical group 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- QNMLMAVEXUCXRG-UHFFFAOYSA-N oxadiazinane-4,5-dione Chemical group O=C1CONNC1=O QNMLMAVEXUCXRG-UHFFFAOYSA-N 0.000 description 1
- SDRLFDJOSQLRPB-UHFFFAOYSA-N oxadiazine-4,5-dione Chemical group O=C1CON=NC1=O SDRLFDJOSQLRPB-UHFFFAOYSA-N 0.000 description 1
- 150000004866 oxadiazoles Chemical group 0.000 description 1
- 125000003431 oxalo group Chemical group 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000003232 p-nitrobenzoyl group Chemical group [N+](=O)([O-])C1=CC=C(C(=O)*)C=C1 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- RYFZYYUIAZYQLC-UHFFFAOYSA-N perchloromethyl mercaptan Chemical compound ClSC(Cl)(Cl)Cl RYFZYYUIAZYQLC-UHFFFAOYSA-N 0.000 description 1
- 239000001377 petroselinum spp. Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- REJGOFYVRVIODZ-UHFFFAOYSA-N phosphanium;chloride Chemical group P.Cl REJGOFYVRVIODZ-UHFFFAOYSA-N 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical group [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- BFZYLUGEHGYJKJ-UHFFFAOYSA-N pyrazolidine-3-thione Chemical group S=C1CCNN1 BFZYLUGEHGYJKJ-UHFFFAOYSA-N 0.000 description 1
- 150000004892 pyridazines Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000005299 pyridinones Chemical group 0.000 description 1
- 150000003230 pyrimidines Chemical group 0.000 description 1
- 150000008318 pyrimidones Chemical class 0.000 description 1
- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical class OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 description 1
- 150000003235 pyrrolidines Chemical group 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- 150000003246 quinazolines Chemical group 0.000 description 1
- 150000003248 quinolines Chemical group 0.000 description 1
- 125000004151 quinonyl group Chemical group 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- OLPRIZQBWZMBAS-UHFFFAOYSA-N thiadiazolidine 1,1-dioxide Chemical group O=S1(=O)CCNN1 OLPRIZQBWZMBAS-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical group 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- 150000003582 thiophosphoric acids Chemical class 0.000 description 1
- 150000003585 thioureas Chemical group 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 150000003918 triazines Chemical group 0.000 description 1
- 150000003852 triazoles Chemical group 0.000 description 1
- 229940047183 tribulus Drugs 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/15—Six-membered rings
- C07D285/16—Thiadiazines; Hydrogenated thiadiazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
- C07F9/6544—Six-membered rings
- C07F9/6547—Six-membered rings condensed with carbocyclic rings or carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Priority Applications (23)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742444822 DE2444822A1 (de) | 1974-09-19 | 1974-09-19 | 2,1,3-benzothiadiazin(4)on-2,2dioxid-derivate |
| JP50095468A JPS5141438A (es) | 1974-09-19 | 1975-08-07 | |
| IL47970A IL47970A (en) | 1974-09-19 | 1975-08-21 | 1-(acyl or nitrophenyl)3-isopropyl-1h-2,1,3-benzothiadiazine-4(3h)-one 2,2-dioxide derivatives, their production andhervicidal compositions containing them |
| AU84221/75A AU499931B2 (en) | 1974-09-19 | 1975-08-22 | 2,1,3-benzothiadiazin-(4)-one-2,2-dioxide derivatives |
| CA234,314A CA1082702A (en) | 1974-09-19 | 1975-08-25 | 2,1,3-benzothiadiazin-(4)-one-2,2-dioxide derivatives |
| CS755992A CS191944B2 (en) | 1974-09-19 | 1975-09-03 | Herbicide means |
| IT7551275A IT1046964B (it) | 1974-09-19 | 1975-09-10 | Derivati del 2.1.3 benzotiadiazin 4 one 2.2 piossido |
| BE160073A BE833456A (fr) | 1974-09-19 | 1975-09-16 | Derives du 2.2-dioxyde de 2,1,3-benzothi-diazine-(4)-one |
| CH1195475A CH620572A5 (en) | 1974-09-19 | 1975-09-16 | Herbicide |
| HU75BA3315A HU176194B (en) | 1974-09-19 | 1975-09-17 | Herbicide compositions containing substituted 3-isopropyl-2,1,3-benzo-thia-diasin-4-one-2,2-dioxides as active agents, and process for producing the active agents |
| PL1975183367A PL97427B1 (pl) | 1974-09-19 | 1975-09-17 | Srodek chwastobojczy |
| DD188397A DD120117A5 (es) | 1974-09-19 | 1975-09-17 | |
| AR260414A AR209779A1 (es) | 1974-09-19 | 1975-09-17 | Derivados de 2, 2-dioxido de 3-isopropil-2, 1, 3-benzotiadiazin-(4)-ona,utiles como herbicidas |
| BR7505998*A BR7505998A (pt) | 1974-09-19 | 1975-09-17 | Derivados de 2,1,3-benzotiadiazin-(4)-on-2,2-dioxido |
| GB38322/75A GB1511728A (en) | 1974-09-19 | 1975-09-18 | 2,1,3-benzothiadiazin-(4)-one-2,2-dioxide derivatives |
| ZA00755949A ZA755949B (en) | 1974-09-19 | 1975-09-18 | 2,1,3-benzothiadiazin-(4)-one-2,2-dioxide derivatives |
| ES441068A ES441068A1 (es) | 1974-09-19 | 1975-09-18 | Procedimiento para la obtencion de un 2, 2-dioxido de 2, 1, 3-benzotiadiazin (4) ona sustituido. |
| DK418475A DK144321C (da) | 1974-09-19 | 1975-09-18 | Herbicid,der som aktiv bestanddel indeholder et substitueret 2,1,3-benzothiadiazin(4)on-2,2-dioxid |
| AT716975A AT344445B (de) | 1974-09-19 | 1975-09-18 | Herbizid |
| SU752172005A SU603316A3 (ru) | 1974-09-19 | 1975-09-18 | Гербицидна композици |
| FR7528758A FR2285383A1 (fr) | 1974-09-19 | 1975-09-19 | Derives du 2,2-dioxyde de 2,1,3-benzothiadiazine-(4)-one utiles comme herbicides |
| NL7511095A NL7511095A (nl) | 1974-09-19 | 1975-09-19 | Werkwijze voor het bereiden van 2,1,3-benzothia- diazine-(4)-on-2,2-dioxyde-derivaten, werkwijze voor het bestrijden van ongewenste plantengroei, werkwijze voor het bereiden van een herbicide preparaat alsmede aldus verkregen gevormd pre- paraat. |
| MY98/79A MY7900098A (en) | 1974-09-19 | 1979-12-30 | 2,1,3-benzothiadiazen-(4)-one-2,2-dioxide derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742444822 DE2444822A1 (de) | 1974-09-19 | 1974-09-19 | 2,1,3-benzothiadiazin(4)on-2,2dioxid-derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2444822A1 true DE2444822A1 (de) | 1976-04-08 |
Family
ID=5926235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742444822 Withdrawn DE2444822A1 (de) | 1974-09-19 | 1974-09-19 | 2,1,3-benzothiadiazin(4)on-2,2dioxid-derivate |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS5141438A (es) |
| AR (1) | AR209779A1 (es) |
| AT (1) | AT344445B (es) |
| AU (1) | AU499931B2 (es) |
| BE (1) | BE833456A (es) |
| BR (1) | BR7505998A (es) |
| CA (1) | CA1082702A (es) |
| CH (1) | CH620572A5 (es) |
| CS (1) | CS191944B2 (es) |
| DD (1) | DD120117A5 (es) |
| DE (1) | DE2444822A1 (es) |
| DK (1) | DK144321C (es) |
| ES (1) | ES441068A1 (es) |
| FR (1) | FR2285383A1 (es) |
| GB (1) | GB1511728A (es) |
| HU (1) | HU176194B (es) |
| IL (1) | IL47970A (es) |
| IT (1) | IT1046964B (es) |
| MY (1) | MY7900098A (es) |
| NL (1) | NL7511095A (es) |
| PL (1) | PL97427B1 (es) |
| SU (1) | SU603316A3 (es) |
| ZA (1) | ZA755949B (es) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2656289A1 (de) * | 1976-12-11 | 1978-06-29 | Basf Ag | Substituierte 2,1,3-benzothiadiazinverbindungen |
| EP0008368A1 (de) * | 1978-07-24 | 1980-03-05 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Cyanoverbindungen |
| WO2003062226A1 (en) * | 2002-01-22 | 2003-07-31 | E. I. Du Pont De Nemours And Company | Quinazoline(di) ones for invertebrate pest control |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2656290A1 (de) * | 1976-12-11 | 1978-06-15 | Basf Ag | Benzothiadiazinverbindungen |
| JPS5968906A (ja) * | 1982-10-13 | 1984-04-19 | 三菱電機株式会社 | 電圧非直線抵抗体の製造方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1354761A (fr) * | 1959-09-30 | 1964-03-13 | Geigy Ag J R | Nouveaux 1.1-dioxydes de 3-oxo-1.2.6-thiadiazines et leur préparation |
| JPS5328969B2 (es) * | 1973-10-26 | 1978-08-17 |
-
1974
- 1974-09-19 DE DE19742444822 patent/DE2444822A1/de not_active Withdrawn
-
1975
- 1975-08-07 JP JP50095468A patent/JPS5141438A/ja active Pending
- 1975-08-21 IL IL47970A patent/IL47970A/xx unknown
- 1975-08-22 AU AU84221/75A patent/AU499931B2/en not_active Expired
- 1975-08-25 CA CA234,314A patent/CA1082702A/en not_active Expired
- 1975-09-03 CS CS755992A patent/CS191944B2/cs unknown
- 1975-09-10 IT IT7551275A patent/IT1046964B/it active
- 1975-09-16 BE BE160073A patent/BE833456A/xx unknown
- 1975-09-16 CH CH1195475A patent/CH620572A5/de not_active IP Right Cessation
- 1975-09-17 PL PL1975183367A patent/PL97427B1/pl unknown
- 1975-09-17 DD DD188397A patent/DD120117A5/xx unknown
- 1975-09-17 HU HU75BA3315A patent/HU176194B/hu unknown
- 1975-09-17 AR AR260414A patent/AR209779A1/es active
- 1975-09-17 BR BR7505998*A patent/BR7505998A/pt unknown
- 1975-09-18 DK DK418475A patent/DK144321C/da not_active IP Right Cessation
- 1975-09-18 ES ES441068A patent/ES441068A1/es not_active Expired
- 1975-09-18 GB GB38322/75A patent/GB1511728A/en not_active Expired
- 1975-09-18 AT AT716975A patent/AT344445B/de not_active IP Right Cessation
- 1975-09-18 ZA ZA00755949A patent/ZA755949B/xx unknown
- 1975-09-18 SU SU752172005A patent/SU603316A3/ru active
- 1975-09-19 NL NL7511095A patent/NL7511095A/xx not_active Application Discontinuation
- 1975-09-19 FR FR7528758A patent/FR2285383A1/fr active Granted
-
1979
- 1979-12-30 MY MY98/79A patent/MY7900098A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2656289A1 (de) * | 1976-12-11 | 1978-06-29 | Basf Ag | Substituierte 2,1,3-benzothiadiazinverbindungen |
| EP0008368A1 (de) * | 1978-07-24 | 1980-03-05 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Cyanoverbindungen |
| WO2003062226A1 (en) * | 2002-01-22 | 2003-07-31 | E. I. Du Pont De Nemours And Company | Quinazoline(di) ones for invertebrate pest control |
| US7241767B2 (en) | 2002-01-22 | 2007-07-10 | E. I. Du Pont De Nemours And Company | Quinazoline(di)ones for invertebrate pest control |
| CN100349890C (zh) * | 2002-01-22 | 2007-11-21 | 纳幕尔杜邦公司 | 用于防治无脊椎害虫的喹唑啉(二)酮 |
| US7683201B2 (en) | 2002-01-22 | 2010-03-23 | E. I. Du Pont De Nemours And Company | Quinazoline(di)ones for invertebrate pest control |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1511728A (en) | 1978-05-24 |
| ZA755949B (en) | 1976-09-29 |
| ATA716975A (de) | 1977-11-15 |
| CA1082702A (en) | 1980-07-29 |
| ES441068A1 (es) | 1977-07-01 |
| MY7900098A (en) | 1979-12-31 |
| FR2285383A1 (fr) | 1976-04-16 |
| PL97427B1 (pl) | 1978-02-28 |
| BE833456A (fr) | 1976-03-16 |
| NL7511095A (nl) | 1976-03-23 |
| IL47970A0 (en) | 1975-11-25 |
| DK144321B (da) | 1982-02-22 |
| AU499931B2 (en) | 1979-05-03 |
| BR7505998A (pt) | 1976-08-03 |
| AT344445B (de) | 1978-07-25 |
| AU8422175A (en) | 1977-02-24 |
| IL47970A (en) | 1979-03-12 |
| JPS5141438A (es) | 1976-04-07 |
| IT1046964B (it) | 1980-09-10 |
| DD120117A5 (es) | 1976-06-05 |
| CS191944B2 (en) | 1979-07-31 |
| DK144321C (da) | 1982-07-12 |
| SU603316A3 (ru) | 1978-04-15 |
| HU176194B (en) | 1981-01-28 |
| DK418475A (da) | 1976-03-20 |
| AR209779A1 (es) | 1977-05-31 |
| FR2285383B1 (es) | 1978-09-22 |
| CH620572A5 (en) | 1980-12-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8141 | Disposal/no request for examination |