CN101394743A - 磺基苯胺类作为除草剂的用途 - Google Patents
磺基苯胺类作为除草剂的用途 Download PDFInfo
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- CN101394743A CN101394743A CNA2006800338844A CN200680033884A CN101394743A CN 101394743 A CN101394743 A CN 101394743A CN A2006800338844 A CNA2006800338844 A CN A2006800338844A CN 200680033884 A CN200680033884 A CN 200680033884A CN 101394743 A CN101394743 A CN 101394743A
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- Prior art keywords
- hydrogen
- fluorine
- compound
- methyl
- formula
- Prior art date
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 description 1
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- 229910052627 muscovite Inorganic materials 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- ASRAWSBMDXVNLX-UHFFFAOYSA-N pyrazolynate Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OS(=O)(=O)C1=CC=C(C)C=C1 ASRAWSBMDXVNLX-UHFFFAOYSA-N 0.000 description 1
- FKERUJTUOYLBKB-UHFFFAOYSA-N pyrazoxyfen Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OCC(=O)C1=CC=CC=C1 FKERUJTUOYLBKB-UHFFFAOYSA-N 0.000 description 1
- VTRWMTJQBQJKQH-UHFFFAOYSA-N pyributicarb Chemical compound COC1=CC=CC(N(C)C(=S)OC=2C=C(C=CC=2)C(C)(C)C)=N1 VTRWMTJQBQJKQH-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- USSIUIGPBLPCDF-KEBDBYFISA-N pyriminobac-methyl Chemical compound CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC USSIUIGPBLPCDF-KEBDBYFISA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000006462 rearrangement reaction Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000005987 sulfurization reaction Methods 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 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
- IXZDIALLLMRYOU-UHFFFAOYSA-N tert-butyl hypochlorite Chemical compound CC(C)(C)OCl IXZDIALLLMRYOU-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 244000082735 tidal marsh flat sedge Species 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
- C07D251/20—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom with no nitrogen atoms directly attached to a ring carbon atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
化合物编号 | 物理值(1H-NMR(300MHz,CDCl3)δ)或熔点(℃) |
1 | 3.26(3H,s),4.12(6H,s),6.21(1H,t),7.39-7.45(1H,m),7.50-7.57(1H,m),7.64-7.67(1H,m). |
2 | 2.98(3H,s),4.12(6H,s),6.25(1H,t),7.48(1H,t),7.66-7.74(2H). |
3 | 4.00(6H,s),4.96(1H,br),6.01(1H,s),6.06(1H,s),6.57(1H,t),7.13(1H,m),7.49(1H,m),10.76(1H,br). |
4 | 4.00(6H,s),4.96(1H,d),6.02(1H,s),6.09(1H,d),6.59(1H,t),7.32-7.50(2H,m),10.73(1H,br). |
5 | 96-99 |
6 | 3.92(6H,s)5.96(1H,s)6.22(1H,s)6.25(1H,br t,J=54Hz)6.94(1H,br t,J=9.0Hz)7.26(1H,m)7.37(1H,d,J=6.0Hz). |
7 | 3.93(6H,s),5.99(1H,s),6.20(1H,s),6.68(1H,t),6.97-7.14(2H,m). |
8 | 4.08(6H,s),6.02(1H,s),6.54(1H,t),7.13(1H,m),7.44(1H,m). |
9*1 | A:3.54(3H,s),4.04(6H,s),4.47(1H,d),6.00(1H,d),6.36(1H,t),7.05-7.41(3H,m).B:3.36(3H,s),4.06(6H,s),4.46(1H,d),5.93(1H,d),6.77(1H,t),7.05-7.41(3H,m). |
10 | 4.00(6H,s),6.01(1H,s),6.40-6.76(2H,m),7.15-7.41(3H,m),10.50(1H,br). |
11 | 3.99(6H,s),6.00(1H,s),6.57-6.93(2H,m),7.32(1H,t),7.48(1H,d),7.57(1H,d). |
12 | 4.00(6H,s),6.02(1H,s),6.50(1H,d),6.56(1H,t),7.13-7.19(1H,m),7.31-7.36(1H,m),10.71(1H,br). |
13 | 4.01(6H,s),6.01(1H,s),6.04(1H,s),6.63(1H,t),7.16-7.37(3H,m),11.09(1H,br). |
14 | 3.98(6H,s),5.97(1H,s),6.37(1H,s),6.78(1H,t),7.31(1H,t),7.47(1H,dd),7.75(1H,dd),9.66(1H,br). |
15 | 4.01(6H,s),6.02(2H,s),6.60(1H,t),7.04-7.33(2H,m),11.31(1H,br). |
16 | 1.70(3h,t),3.75(1H,m),3.86(1H,m),4.09(6H,s),6.37(1H,t),7.40-7.54(3H). |
19 | 4.09(6H,s),4.26(1H,dd),4.36(1H,dd),5.08(1H,s),5.12(1H),5.90(1H,m),6.36(1H,t),7.34-7.53(3H). |
22 | 2.31(1H),4.10(6H,s),4.48(1H,dd),4.57(1H,dd),6.43(1H,t),7.44-7.57(3H). |
24 | 3.50(3H,s),4.11(6H,s),5.05(2H),6.40(1H,t),7.42-7.55(3H). |
25 | 1.14(3H,t),3.68(1H,m),3.80(1H,m),4.08(6H,s),5.09(2H,q),6.40(1H,t),7.40-7.54(3H). |
26 | 1.20(3H,t),3.85(2H,q),4.10(6H,s),6.57(1H,t),7.45(1H,t),7.55(1H,dd),7.74(1H,dd). |
29 | 4.07(6H,s),4.35(1H),5.02(1H,d),5.10(1H,d),5.94(1H,m),6.52(1H,t),7.41(1H,t),7.53(1H,dd),7.68(1H,dd). |
32 | 2.23(1H),4.10(6H,s),4.55(1H),6.61(1H,t),7.47(1H,t),7.60(1H,dd),7.74(1H,dd). |
35 | 1.06(3H,t),3.65(2H,m),4.07(6H,s),5.00(1H,d),5.09(1H,d),6.55(1H,t),7.43(1H,t),7.54(1H,dd),7.71(1H,dd). |
46*2 | A:1.38(3H,t),3.75-4.25(2H,m),4.04(6H,s),4.31(1H,d),5.95(1H,d),6.59(1H,t),7.16-7.35(2H),7.46-7.53(1H).B:1.28(3H,t),3.75-4.25(2H,m),4.04(6H,s),4.53(1H,d),5.90(1H,d),7.10(1H,t),7.16-7.35(2H),7.46-7.53(1H). |
49*3 | A:4.04(6H,s),4.34(1H,d),4.33-4.40(2H),5.00-5.55(2H),5.93(1H,d),6.20(1H,m),6.64(1H,t),7.2-7.6(3H).B:4.03(6H,s),4.60(1H)5.00-5.55(2H),5.90(1H,d),7.13(1H,t),7.2-7.6(3H). |
56 | 2.58(3H,s),4.10(6H,s),6.23(1H,t),7.35(1H,t),7.54(1H),7.56(1H). |
58 | 2.38(3H,s),4.00(6H,s),6.75(1H,t),7.35(1H,t),7.72-7.80(2H),9.40(1H). |
59 | 2.50(3H,s),3.36(3H,s),4.10(6H,s),6.38(1H,t)7.38(1H,t),7.48(1H),7.53(1H). |
69 | 1.14(3H,t),2.59(3H,s),3.56(1H,m),3.76(1H,m),4.10(6H,s),5.02(1H,d),5.16(1H,d),6.52(1H,t),7.38(1H),7.46(1H),7.57(1H). |
70 | 108-114 |
71 | 128-134 |
72 | 2.39(3H,s)3.90(6H,s)5.95(1H,s)6.17(1H,s)6.67(1H,br t,J=54Hz)6.92(1H,br dd,J=9.0,9.0Hz)7.16(1H,br dd,J=9.0,6.0Hz). |
73 | 2.50(3H,s),4.08(6H,s),4.60(1H),6.21(1H),6.41(1H,t),7.20-7.28(2H),7.48(1H). |
74 | 1.24(3H,t),2.83(1H,m),2.96(1H,m),4.04(6H,s),4.68(1H,d),6.22(1H,d),6.45(1H,t),7.25-7.29(2H),7.43(1H),9.40(1H,s). |
75 | 2.37(3H,s),4.09(6H,s),6.13(1H,s),6.41(1H,t),7.01(1h,t),7.20-7.50(2H). |
76*4 | A:2.47(3H,s),3.52(3H,s),4.03(6H,s),4.32(1H,d),5.82(1H,d),6.66(1H,t),6.86-7.30(3H).B:2.48(3H,s),3.92(3H,s),4.03(6H,s),4.43(1H,d),5.86(1h,d),7.0-7.30(4H). |
77*5 | A:1.33(3H,t),2.49(3H,s),4.02(6H,s),3.75-4.20(2H,m),4.32(1H,d),5.86(1h,d),6.74(1H,t),6.58(!H),7.18-7.30(2H).B:2.53(3H,s),3.75-4.20(2H,m),4.07(3H,s9,4.47(1h,d),5.84(1H,d),7.0-7.5(4H). |
80*6 | A:2.45(3H,s),4.04(6H,s),4.33(1H,d),4.50(2H),5.15-5.89(2H),6.78(1H,d),5.80-6.20(1H),6.74(1H,t),6.95(1H),7.20-7.25(2H).B:2.50(3H,s),4.03(6H,s),4.54(1H,d),5.15-5.89(2H),5.83(1H,d),5.80-6.20(1H),7.0-7.3(m). |
86*7 | A:1.18(3H,t),2.53(3H,s),4.0-4.8(2H,m),4.04(6H,s),4.38(1H,d),5.0-5.3(2H),5.46(1H,d),6.76(1H,t),7.0-7.5(3H).B:1.13(3H,t),2.51(3H,s),4.0-4.8(2H),4.00(6H,s),4.25(1H,d),6.80(1H,d),7.0-7.4. |
87 | 147-148 |
88 | 133-137 |
89 | 89-95 |
90 | 134-143 |
91 | 154-156 |
97 | 133-137 |
114 | 3.95(3H,s),4.10(6H,s),6.52(1H,t),7.22-7.37(3H,m),8.62(1H,br). |
115 | 3.12(3H,s),3.96(3H,s),4.11(6H,s),6.13(1H,t),7.19-7.26(1H,m),7.42-7.53(2H,m). |
126 | 123-137 |
127 | 106-112 |
128 | 125-130 |
129 | 140-145 |
130 | 144-145 |
166*8 | A:3.56(3H,s),4.04(6H,s),4.40(1H,d),5.95(1H,d),6.51(1H,t),7.26-7.30(2H),7.42-7.50(1H).B:3.41(3H,s),4.05(6H,s),4.50(1H,d),5.90(1H,d),7.08(1H,t),7.25-7.50(3H). |
化合物编号 | R31 | R32 | R33 | X3 |
3-1 | CH3 | C1 | H | CH |
3-2 | CH3 | H | F | CH |
3-3 | OCH3 | F | H | CH |
3-4 | OCH3 | Cl | H | CH |
3-5 | OCH3 | H | F | CH |
3-6 | OC2H5 | H | H | CH |
3-7 | OC3H7-n | H | H | CH |
3-8 | OC4H9-n | H | H | CH |
3-9 | OC3H7-iso | H | H | CH |
3-10 | OCH2cPr | H | H | CH |
3-11 | OC4H9-iso | H | H | CH |
3-12 | CH3 | H | H | N |
3-13 | C2H5 | H | H | N |
3-14 | CH3 | F | H | N |
3-15 | OCH3 | H | H | N |
化合物编号 | R41 | R42 | R43 | X4 |
4-1 | CH3 | F | H | CH |
4-2 | CH3 | Cl | H | CH |
4-3 | CH3 | H | F | CH |
4-4 | OCH3 | F | H | CH |
4-5 | OCH3 | Cl | H | CH |
4-6 | OCH3 | H | F | CH |
4-7 | OC2H5 | H | H | CH |
4-8 | OC3H7-n | H | H | CH |
4-9 | OC4H9-n | H | H | CH |
4-10 | OC3H7-iso | H | H | CH |
4-11 | OCH2cPr | H | H | CH |
4-12 | OC4H9-iso | H | H | CH |
4-13 | OCHF2 | H | H | CH |
4-14 | CH3 | H | H | N |
4-15 | C2H5 | H | H | N |
4-16 | CH3 | F | H | N |
4-17 | OCH3 | H | H | N |
化合物编号 | R51 | R52 | R53 | X5 |
5-1 | CH3 | F | H | CH |
5-2 | CH3 | Cl | H | CH |
5-3 | CH3 | H | F | CH |
5-4 | OCH3 | F | H | CH |
5-5 | OCH3 | Cl | H | CH |
5-6 | OCH3 | H | F | CH |
5-7 | OC2H5 | H | H | CH |
5-8 | OC3H7-n | H | H | CH |
5-9 | OC4H9-n | H | H | CH |
5-10 | OC3H7-iso | H | H | CH |
5-11 | OCH2cPr | H | H | CH |
5-12 | OC4H9-iso | H | H | CH |
5-13 | CH3 | H | H | N |
5-14 | C2H5 | H | H | N |
5-15 | CH3 | F | H | N |
5-16 | OCH3 | H | H | N |
化合物编号 | R61 | R62 | R63 | X6 |
6-1 | CH3 | F | H | CH |
6-2 | CH3 | Cl | H | CH |
6-3 | CH3 | H | F | CH |
6-4 | OCH3 | F | H | CH |
6-5 | OCH3 | C1 | H | CH |
6-6 | OCH3 | H | F | CH |
6-7 | OC2H5 | H | H | CH |
6-8 | OC3H7-n | H | H | CH |
6-9 | OC4H9-n | H | H | CH |
6-10 | OC3H7-iso | H | H | CH |
6-11 | OCH2cPr | H | H | CH |
6-12 | OC4H9-iso | H | H | CH |
6-13 | OCHF2 | H | H | CH |
6-14 | CH3 | H | H | N |
6-15 | C2H5 | H | H | N |
6-16 | CH3 | F | H | N |
6-17 | OCH3 | H | H | N |
化合物编号 | 1H NMR(CDCl3,300MHz)δ |
3-12 | 2.48(3H,s),4.02(6H,s),4.23(2H,s),6.36(1H,t),7.12-7.25(3H). |
3-13 | 1.25(3H,t),2.89(2H,q),4.02(6H,s),4.25(2H,s),6.36(1H,t),7.18-7.25(3H),9.98(1H,s). |
3-14 | 2.37(3H,s),4.02(6H,s),4.18(2H,s),6.35(1H,t),6.94(1H,t),7.16(1H). |
3-15 | 3.89(3H,s),4.04(6H,s),4.21(2H,s),6.68(1H,t),6.90(1H,dd),7.00(1H,dd),7.20(1H,t),9.86(1H,br). |
4-14 | 2.50(3h,s),3.96(2H,s),4.01(6H,s9,4.51(1H,s),6.65(1H,s),6.96(1H,d),7.13(1H,d). |
4-15 | 1.25(3H,t),2.51(2h,q),3.96(2H,s),4.00(6h,s),4.56(2H,s),6.70(1H,t),6.99(1h,d),7.14(1H,d). |
4-16 | 2.05(3H,s),3.90(3H,s),4.01(6H,s),4.61(2H,s),6.43(1H,t),7.05(1H,dd). |
4-17 | 3.84(3H,s),3.98(2H,s),4.00(6H,s),4.71(2H,br),6.66-6.74(2H,m),6.88-6.91(1H,m). |
5-2 | 2.02(3H,s),2.50(3H,s),3.95(6H,s),5.67(1H,s),5.90(1H,s),6.46(1H,t),7.37(1H,m),7.88(1H,m). |
5-3 | 2.19(3H,s),2.43(3H,s),3.95(6H,s),5.69(1H,br s),5.96(1H,s),6.64(1H,t),6.98(1H,m),7.19(1H,m). |
5-4 | 2.06(3H,s),3.98(6H,s),4.01(3H,s),5.25(1H,s),5.95(1H,s),6.73(1H,t),7.00(1H,m),7.33(1H,m),10.8(1H,br s). |
5-5 | 1.97(3H,s),3.86(3H,s),3.91(6H,s),5.24(1H,s),5.88(1H,s),6.70(1H,t),7.22(1H,d),7.38(1H,d),10.7(1H,br s). |
5-6 | 2.17(3H,s),3.87(3H,s),3.99(6H,s),5.60(1H,s),5.97(1H,s),6.60(1H,t),6.93(1H,m),6.98(1H,m),11.5(1H,m). |
5-7 | 1.25(3H,t),2.06(3H,s),3.97(6H,s),4.14(2H,q),5.38(1H,s),5.92(1H,s),6.87(1H,t),6.88(1H,d),7.23(1H,m),7.35(1H,d),10.3(1H,m). |
6-1 | 2.02(3H,s),2.06(3H,s),3.92(6H,s),4.69(2H,br s),5.09(1H,s),5.89(1H,s),6.46(1H,m),7.28(1H,m). |
6-2 | 2.03(3H,s),2.23(3H,s),3.92(6H,s),4.70(2H,br s),5.10(1H,s),5.89(1H,s),6.79(1H,d),7.30(1H,d). |
6-3 | 2.05(3H,s),2.07(3H,s),3.91(6H,s),4.84(2H,br s),5.75(1H,s),5.90(1H,s),6.40(1H,m),6.90(1H,m). |
6-4 | 2.04(3H,s),3.91(3H,s),3.92(6H,s),4.91(2H,br s),5.08(1H,s),5.90(1H,s),6.45(1H,m),7.17(1H,m). |
6-5 | 2.04(3H,s),3.84(3H,s),3.92(6H,s),4.91(2H,br s),5.08(1H,s),5.90(1H,s),6.70(1H,d),7.24(1H,d). |
6-6 | 2.09(3H,s),3.76(3H,s),3.91(6H,s),5.10(2H,br s),5.69(1H,s),5.89(1H,s),6.39(1H,m),6.61(1H,m). |
6-7 | 1.42(3H,t),2.04(3H,s),3.92(6H,s),4.08(2H,q),4.77(2H,br s),5.19(1H,s),5.88(1H,s),6.70(2H,m),7.15(1H,m). |
6-13 | 2.04(3H,s),3.93(6H,s),4.86(2H,br),5.15(1H,s),5.91(1H, |
s),6.45(1H,t)6.67-6.79(1H,m),6.95-6.97(1H,m),7.36-7.39(1H,m) | |
6-14 | 2.03(3H,s),2.14(3H,s),4.00(6H,s),5.05(1H,s),6.66(1H,t),6.98(1H,d),7.33(1H,d). |
6-17 | 2.06(3H,s),3.85(3H,s),4.02(6H,s),4.62(1H,br),5.01(1H,s),6.68-6.81(2H,m),7.11-7.14(1H,m). |
化合物编号 | 剂量(g ai/ha) | 水稻 | 车前状臂形草 | 油莎豆 | 碎米莎草 |
1 | 20 | 20 | 80 | 100 | 100 |
2 | 20 | 30 | 80 | 90 | 100 |
9 | 20 | 20 | 70 | 100 | 100 |
化合物编号 | 剂量(g ai/ha) | 芒稗 | 千金子 | Ipomoeapurpurea | 美洲田菁 |
1 | 20 | 100 | 100 | 90 | 100 |
2 | 20 | 80 | 90 | 80 | 80 |
9 | 20 | 100 | 80 | 70 | 100 |
化合物编号 | 剂量(g ai/ha) | 水稻 | 车前状臂形草 | 油莎豆 | 碎米莎草 |
1 | 20 | 20 | 100 | 100 | 100 |
2 | 20 | 10 | 100 | 100 | 100 |
9 | 20 | 20 | 100 | 100 | 100 |
化合物编号 | 剂量(g ai/ha) | 芒稗 | 千金子 | Ipomoeapurpurea | 美洲田菁 |
1 | 20 | 100 | 80 | 90 | 100 |
2 | 20 | 100 | - | 100 | 100 |
9 | 20 | 100 | 60 | 100 | 100 |
化合物编号 | 剂量(g ai/ha) | 普通小麦 | 大豆 | 稗子 | 狗尾草 |
1 | 80 | 0 | 20 | 90 | 80 |
24 | 80 | 0 | 0 | 80 | 90 |
C-1 | 80 | 0 | 20 | 0 | 0 |
化合物编号 | 剂量(g ai/ha) | 普通小麦 | 阿拉伯婆婆纳 | 东北堇菜 |
13 | 80 | 0 | 100 | 100 |
C-1 | 80 | 0 | 60 | 30 |
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JP184101/2006 | 2006-07-04 | ||
PCT/EP2006/008591 WO2007031208A2 (en) | 2005-09-16 | 2006-09-02 | A use of sulfonanilides as herbicide |
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-
2006
- 2006-07-04 JP JP2006184101A patent/JP2007106745A/ja active Pending
- 2006-09-02 CN CN2006800338844A patent/CN101394743B/zh active Active
- 2006-09-02 WO PCT/EP2006/008591 patent/WO2007031208A2/en active Application Filing
- 2006-09-02 JP JP2008530375A patent/JP5097116B2/ja active Active
- 2006-09-02 BR BRPI0616039-5A patent/BRPI0616039A2/pt not_active Application Discontinuation
- 2006-09-02 US US12/066,940 patent/US20090305894A1/en not_active Abandoned
- 2006-09-02 EP EP06791801A patent/EP1928242A2/en not_active Withdrawn
- 2006-09-02 CN CN201210116010.2A patent/CN102633729B/zh active Active
- 2006-09-02 KR KR1020087006298A patent/KR20080044878A/ko not_active Application Discontinuation
- 2006-09-02 CA CA2622578A patent/CA2622578C/en active Active
- 2006-09-02 AU AU2006291703A patent/AU2006291703A1/en not_active Abandoned
- 2006-09-14 AR ARP060104024A patent/AR055635A1/es not_active Application Discontinuation
- 2006-09-14 TW TW101126269A patent/TW201302066A/zh unknown
- 2006-09-14 TW TW095134056A patent/TWI382816B/zh active
-
2008
- 2008-03-05 MY MYPI20080528A patent/MY153283A/en unknown
-
2010
- 2010-08-25 US US12/868,032 patent/US20100323896A1/en not_active Abandoned
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2012
- 2012-04-10 JP JP2012089340A patent/JP5599424B2/ja active Active
- 2012-04-10 JP JP2012089339A patent/JP5599423B2/ja active Active
- 2012-04-10 JP JP2012089341A patent/JP5599425B2/ja active Active
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Cited By (11)
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CN103269591A (zh) * | 2010-10-22 | 2013-08-28 | 拜耳知识产权有限责任公司 | 包含氟酮磺草胺和芬诺杀磺隆的除草剂结合物 |
CN103269591B (zh) * | 2010-10-22 | 2014-11-12 | 拜耳知识产权有限责任公司 | 包含氟酮磺草胺和芬诺杀磺隆的除草剂结合物 |
CN103380126A (zh) * | 2010-12-21 | 2013-10-30 | 拜耳知识产权有限责任公司 | 2-(三嗪基羰基)磺酰苯胺的制备方法 |
CN103380126B (zh) * | 2010-12-21 | 2016-01-20 | 拜耳知识产权有限责任公司 | 2-(三嗪基羰基)磺酰苯胺的制备方法 |
CN104284585B (zh) * | 2012-03-23 | 2016-06-08 | 拜耳作物学股份公司 | 除草性组合物 |
TWI563917B (zh) * | 2012-03-23 | 2017-01-01 | 拜耳作物學股份公司 | 除草性組成物 |
CN105145609A (zh) * | 2015-08-31 | 2015-12-16 | 北京燕化永乐生物科技股份有限公司 | 一种复配除草剂 |
CN105340935A (zh) * | 2015-11-03 | 2016-02-24 | 北京燕化永乐生物科技股份有限公司 | 一种除草组合物 |
CN105494360A (zh) * | 2015-12-20 | 2016-04-20 | 北京燕化永乐生物科技股份有限公司 | 一种复配除草剂 |
CN111165501A (zh) * | 2019-12-27 | 2020-05-19 | 安徽众邦生物工程有限公司 | 一种含氟酮磺草胺和苯噻酰草胺的除草组合物 |
CN114766496A (zh) * | 2022-05-20 | 2022-07-22 | 河南省农业科学院植物保护研究所 | 一种用于紫花苜蓿田的含有氟酮磺草胺的除草组合物 |
Also Published As
Publication number | Publication date |
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JP2012162554A (ja) | 2012-08-30 |
JP2012162553A (ja) | 2012-08-30 |
CN102633729B (zh) | 2015-06-03 |
JP5599425B2 (ja) | 2014-10-01 |
JP5097116B2 (ja) | 2012-12-12 |
JP2007106745A (ja) | 2007-04-26 |
JP5599424B2 (ja) | 2014-10-01 |
AU2006291703A1 (en) | 2007-03-22 |
CN102633729A (zh) | 2012-08-15 |
WO2007031208A2 (en) | 2007-03-22 |
CA2622578A1 (en) | 2007-03-22 |
TW200800025A (en) | 2008-01-01 |
TWI382816B (zh) | 2013-01-21 |
US20100323896A1 (en) | 2010-12-23 |
JP5599423B2 (ja) | 2014-10-01 |
EP1928242A2 (en) | 2008-06-11 |
BRPI0616039A2 (pt) | 2011-06-07 |
TW201302066A (zh) | 2013-01-16 |
JP2009507866A (ja) | 2009-02-26 |
US20090305894A1 (en) | 2009-12-10 |
KR20080044878A (ko) | 2008-05-21 |
CA2622578C (en) | 2016-06-14 |
MY153283A (en) | 2015-01-29 |
WO2007031208A3 (en) | 2007-07-26 |
JP2012180352A (ja) | 2012-09-20 |
CN101394743B (zh) | 2013-07-17 |
AR055635A1 (es) | 2007-08-29 |
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