FI66621C - N n'-metylenbis-(0,0-diaryl-n-fosfonmetylglycinnitriler) derasframstaellning herbicidiska kompositioner innehaollande d emch herbicidisk metod - Google Patents

N n'-metylenbis-(0,0-diaryl-n-fosfonmetylglycinnitriler) derasframstaellning herbicidiska kompositioner innehaollande d emch herbicidisk metod Download PDF

Info

Publication number: FI66621C
Authority: FI; Finland
Prior art keywords: compound; formula; phenyl; halogen; plant
Prior art date: 1976-12-13

Application number

FI773496A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI66621B (fi

FI773496A7 (fi

Inventor

Gerard Anthony Dutra

Original Assignee

Monsanto Co

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.)

1976-12-13

Filing date

1977-11-18

Publication date

1984-11-12

1976-12-13 Priority claimed from US05/750,327 external-priority patent/US4067719A/en

1977-11-18 Application filed by Monsanto Co filed Critical Monsanto Co

1978-06-14 Publication of FI773496A7 publication Critical patent/FI773496A7/fi

1984-07-31 Publication of FI66621B publication Critical patent/FI66621B/fi

1984-11-12 Application granted granted Critical

1984-11-12 Publication of FI66621C publication Critical patent/FI66621C/fi

Links

239000000203 mixture Substances 0.000 title claims description 15
238000000034 method Methods 0.000 title claims description 13
-1 methoxyphenyl Chemical group 0.000 claims description 26
150000001875 compounds Chemical class 0.000 claims description 16
230000002363 herbicidal effect Effects 0.000 claims description 16
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 10
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical class 0.000 claims description 8
239000004009 herbicide Substances 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 6
238000002360 preparation method Methods 0.000 claims description 5
230000015572 biosynthetic process Effects 0.000 claims description 2
230000003197 catalytic effect Effects 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
125000000068 chlorophenyl group Chemical group 0.000 claims 3
125000003944 tolyl group Chemical group 0.000 claims 3
125000005023 xylyl group Chemical group 0.000 claims 3
239000003701 inert diluent Substances 0.000 claims 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
239000003921 oil Substances 0.000 description 18
239000004480 active ingredient Substances 0.000 description 17
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 15
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
239000000047 product Substances 0.000 description 15
239000007787 solid Substances 0.000 description 14
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 14
241000196324 Embryophyta Species 0.000 description 13
238000006243 chemical reaction Methods 0.000 description 13
239000000243 solution Substances 0.000 description 12
239000002904 solvent Substances 0.000 description 12
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
239000000741 silica gel Substances 0.000 description 10
229910002027 silica gel Inorganic materials 0.000 description 10
239000004606 Fillers/Extenders Substances 0.000 description 8
239000002270 dispersing agent Substances 0.000 description 8
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239000007788 liquid Substances 0.000 description 6
239000004094 surface-active agent Substances 0.000 description 6
239000000080 wetting agent Substances 0.000 description 6
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 5
CTTRIWVSECLRDA-UHFFFAOYSA-N 2-[3,5-bis(cyanomethyl)-1,3,5-triazinan-1-yl]acetonitrile Chemical compound N#CCN1CN(CC#N)CN(CC#N)C1 CTTRIWVSECLRDA-UHFFFAOYSA-N 0.000 description 5
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238000004821 distillation Methods 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
238000011282 treatment Methods 0.000 description 4
FOYHNROGBXVLLX-UHFFFAOYSA-N 2,6-diethylaniline Chemical compound CCC1=CC=CC(CC)=C1N FOYHNROGBXVLLX-UHFFFAOYSA-N 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
238000005481 NMR spectroscopy Methods 0.000 description 3
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238000001914 filtration Methods 0.000 description 3
239000012535 impurity Substances 0.000 description 3
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ZMBSRNHDTFKMLI-UHFFFAOYSA-N n-(2,6-diethylphenyl)methanimine Chemical compound CCC1=CC=CC(CC)=C1N=C ZMBSRNHDTFKMLI-UHFFFAOYSA-N 0.000 description 3
239000000546 pharmaceutical excipient Substances 0.000 description 3
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239000011734 sodium Substances 0.000 description 3
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239000000126 substance Substances 0.000 description 3
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239000004471 Glycine Substances 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
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UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
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235000010755 mineral Nutrition 0.000 description 2
239000012452 mother liquor Substances 0.000 description 2
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239000002002 slurry Substances 0.000 description 2
241000894007 species Species 0.000 description 2
239000007921 spray Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
OYWRDHBGMCXGFY-UHFFFAOYSA-N 1,2,3-triazinane Chemical compound C1CNNNC1 OYWRDHBGMCXGFY-UHFFFAOYSA-N 0.000 description 1
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
NKVHYKQGZIHDBJ-UHFFFAOYSA-N 2-(methylideneamino)acetic acid Chemical compound OC(=O)CN=C NKVHYKQGZIHDBJ-UHFFFAOYSA-N 0.000 description 1
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
241001148727 Bromus tectorum Species 0.000 description 1
KGTKQBDYQULRCI-UHFFFAOYSA-N CC1=C(C=C(C=C1)N(CC(=O)O)CP(=O)(O)O)C Chemical compound CC1=C(C=C(C=C1)N(CC(=O)O)CP(=O)(O)O)C KGTKQBDYQULRCI-UHFFFAOYSA-N 0.000 description 1
FMOGTGQHPDJXKT-UHFFFAOYSA-N CC1=C(C=CC(=C1)N(CC(=O)O)CP(=O)(O)O)Cl Chemical compound CC1=C(C=CC(=C1)N(CC(=O)O)CP(=O)(O)O)Cl FMOGTGQHPDJXKT-UHFFFAOYSA-N 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
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ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
241000251730 Chondrichthyes Species 0.000 description 1
240000001579 Cirsium arvense Species 0.000 description 1
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244000248416 Fagopyrum cymosum Species 0.000 description 1
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NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
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235000017337 Persicaria hydropiper Nutrition 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
244000275012 Sesbania cannabina Species 0.000 description 1
240000002439 Sorghum halepense Species 0.000 description 1
235000021536 Sugar beet Nutrition 0.000 description 1
239000005862 Whey Substances 0.000 description 1
102000007544 Whey Proteins Human genes 0.000 description 1
108010046377 Whey Proteins Proteins 0.000 description 1
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150000008061 acetanilides Chemical class 0.000 description 1
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150000001243 acetic acids Chemical class 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
150000007860 aryl ester derivatives Chemical group 0.000 description 1
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235000010233 benzoic acid Nutrition 0.000 description 1
150000001559 benzoic acids Chemical class 0.000 description 1
RKEKRPPUHVNPIX-UHFFFAOYSA-N bis(3,4-dimethylphenyl) hydrogen phosphite Chemical compound C1=C(C)C(C)=CC=C1OP(O)OC1=CC=C(C)C(C)=C1 RKEKRPPUHVNPIX-UHFFFAOYSA-N 0.000 description 1
VZOSMKZCDPKGHW-UHFFFAOYSA-N bis(3-methylphenyl) hydrogen phosphite Chemical compound CC1=CC=CC(OP(O)OC=2C=C(C)C=CC=2)=C1 VZOSMKZCDPKGHW-UHFFFAOYSA-N 0.000 description 1
PYJIFMCPFWRQKU-UHFFFAOYSA-N bis(4-methylsulfanylphenyl) hydrogen phosphite Chemical compound C1=CC(SC)=CC=C1OP(O)OC1=CC=C(SC)C=C1 PYJIFMCPFWRQKU-UHFFFAOYSA-N 0.000 description 1
150000003940 butylamines Chemical class 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 1
235000009120 camo Nutrition 0.000 description 1
150000004657 carbamic acid derivatives Chemical class 0.000 description 1
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239000000969 carrier Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
235000005607 chanvre indien Nutrition 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
LNZMEOLVTKHUAS-UHFFFAOYSA-N cyclohexane;dichloromethane Chemical compound ClCCl.C1CCCCC1 LNZMEOLVTKHUAS-UHFFFAOYSA-N 0.000 description 1
238000011161 development Methods 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
SPCNPOWOBZQWJK-UHFFFAOYSA-N dimethoxy-(2-propan-2-ylsulfanylethylsulfanyl)-sulfanylidene-$l^{5}-phosphane Chemical compound COP(=S)(OC)SCCSC(C)C SPCNPOWOBZQWJK-UHFFFAOYSA-N 0.000 description 1
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
KUMNEOGIHFCNQW-UHFFFAOYSA-N diphenyl phosphite Chemical compound C=1C=CC=CC=1OP([O-])OC1=CC=CC=C1 KUMNEOGIHFCNQW-UHFFFAOYSA-N 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
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239000000428 dust Substances 0.000 description 1
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150000002170 ethers Chemical class 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000010685 fatty oil Substances 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
238000000227 grinding Methods 0.000 description 1
230000012010 growth Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
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229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 1
239000000463 material Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
239000003595 mist Substances 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
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239000002245 particle Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
239000005648 plant growth regulator Substances 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
229940072033 potash Drugs 0.000 description 1
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
235000015320 potassium carbonate Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000011084 recovery Methods 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
WQQPDTLGLVLNOH-UHFFFAOYSA-M sodium;4-hydroxy-4-oxo-3-sulfobutanoate Chemical class [Na+].OC(=O)CC(C([O-])=O)S(O)(=O)=O WQQPDTLGLVLNOH-UHFFFAOYSA-M 0.000 description 1
HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
239000002689 soil Substances 0.000 description 1
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239000002426 superphosphate Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
238000012360 testing method Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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239000013638 trimer Substances 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
238000007738 vacuum evaporation Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1

Classifications

- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4084—Esters with hydroxyaryl compounds
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing aromatic radicals
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing heterocyclic radicals
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Dentistry (AREA)
Engineering & Computer Science (AREA)
Plant Pathology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

FI773496A 1976-12-13 1977-11-18 N n'-metylenbis-(0,0-diaryl-n-fosfonmetylglycinnitriler) derasframstaellning herbicidiska kompositioner innehaollande d emch herbicidisk metod FI66621C (fi)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US75032776		1976-12-13
US05/750,327 US4067719A (en)	1976-12-13	1976-12-13	O-Aryl N-phosphonomethylglycinonitriles and the herbicidal use thereof
US05/807,954 US4089671A (en)	1976-12-13	1977-06-20	N,N'-methylenebis-[O,O-diaryl N-phosphonomethylglycinonitriles]
US80795477		1977-06-20

Publications (3)

Publication Number	Publication Date
FI773496A7 FI773496A7 (fi)	1978-06-14
FI66621B FI66621B (fi)	1984-07-31
FI66621C true FI66621C (fi)	1984-11-12

Family

ID=27115260

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI773496A FI66621C (fi)	1976-12-13	1977-11-18	N n'-metylenbis-(0,0-diaryl-n-fosfonmetylglycinnitriler) derasframstaellning herbicidiska kompositioner innehaollande d emch herbicidisk metod

Country Status (30)

Country	Link
JP (1)	JPS601319B2 (cs)
AR (1)	AR227502A1 (cs)
AT (1)	AT358318B (cs)
AU (1)	AU509848B2 (cs)
BG (1)	BG28424A3 (cs)
BR (1)	BR7707672A (cs)
CA (1)	CA1085415A (cs)
CH (1)	CH638533A5 (cs)
CS (1)	CS199209B2 (cs)
DD (1)	DD136095A5 (cs)
DE (1)	DE2751630A1 (cs)
DK (1)	DK144334C (cs)
EG (1)	EG12897A (cs)
ES (1)	ES464221A1 (cs)
FI (1)	FI66621C (cs)
FR (1)	FR2373555A1 (cs)
GB (1)	GB1561317A (cs)
HU (1)	HU177354B (cs)
IE (1)	IE46094B1 (cs)
IN (1)	IN146348B (cs)
IT (1)	IT1114670B (cs)
MX (1)	MX4713E (cs)
MY (1)	MY8100165A (cs)
NL (1)	NL7712654A (cs)
NO (1)	NO151706C (cs)
NZ (1)	NZ185721A (cs)
PH (1)	PH13235A (cs)
PL (1)	PL107838B1 (cs)
PT (1)	PT67296B (cs)
SE (2)	SE440359B (cs)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
PH16509A (en) *	1971-03-10	1983-11-08	Monsanto Co	N-phosphonomethylglycine phytotoxicant composition

1977
- 1977-11-16 EG EG645/77A patent/EG12897A/xx active
- 1977-11-17 ES ES464221A patent/ES464221A1/es not_active Expired
- 1977-11-17 NL NL7712654A patent/NL7712654A/xx not_active Application Discontinuation
- 1977-11-18 HU HU77MO995A patent/HU177354B/hu unknown
- 1977-11-18 AU AU30753/77A patent/AU509848B2/en not_active Expired
- 1977-11-18 NZ NZ185721A patent/NZ185721A/xx unknown
- 1977-11-18 FI FI773496A patent/FI66621C/fi not_active IP Right Cessation
- 1977-11-18 BG BG037830A patent/BG28424A3/xx unknown
- 1977-11-18 DE DE19772751630 patent/DE2751630A1/de not_active Ceased
- 1977-11-18 FR FR7734835A patent/FR2373555A1/fr active Granted
- 1977-11-18 CS CS777616A patent/CS199209B2/cs unknown
- 1977-11-18 DD DD77202147A patent/DD136095A5/xx unknown
- 1977-11-18 SE SE7713048A patent/SE440359B/sv not_active IP Right Cessation
- 1977-11-18 AT AT825077A patent/AT358318B/de not_active IP Right Cessation
- 1977-11-18 GB GB48083/77A patent/GB1561317A/en not_active Expired
- 1977-11-18 CA CA291,238A patent/CA1085415A/en not_active Expired
- 1977-11-18 PL PL1977202251A patent/PL107838B1/pl unknown
- 1977-11-18 NO NO773960A patent/NO151706C/no unknown
- 1977-11-18 IT IT29815/77A patent/IT1114670B/it active
- 1977-11-18 IN IN1628/CAL/77A patent/IN146348B/en unknown
- 1977-11-18 IE IE2353/77A patent/IE46094B1/en unknown
- 1977-11-18 PT PT67296A patent/PT67296B/pt unknown
- 1977-11-18 PH PH20449A patent/PH13235A/en unknown
- 1977-11-18 BR BR7707672A patent/BR7707672A/pt unknown
- 1977-11-18 DK DK511877A patent/DK144334C/da not_active IP Right Cessation
- 1977-11-18 MX MX776566U patent/MX4713E/es unknown
- 1977-11-18 JP JP52138010A patent/JPS601319B2/ja not_active Expired
- 1977-11-18 CH CH1410377A patent/CH638533A5/de not_active IP Right Cessation
- 1977-12-12 AR AR270320A patent/AR227502A1/es active
1981
- 1981-12-30 MY MY165/81A patent/MY8100165A/xx unknown
1983
- 1983-03-25 SE SE8301673A patent/SE8301673L/sv not_active Application Discontinuation

Also Published As

Publication number	Publication date
CA1085415A (en)	1980-09-09
CH638533A5 (en)	1983-09-30
NO773960L (no)	1978-06-14
PT67296A (en)	1977-12-01
MX4713E (es)	1982-08-11
AR227502A1 (es)	1982-11-15
FR2373555A1 (fr)	1978-07-07
CS199209B2 (en)	1980-07-31
AU509848B2 (en)	1980-05-29
DK144334C (da)	1982-07-19
DE2751630A1 (de)	1978-06-15
IE46094L (en)	1978-06-13
DK511877A (da)	1978-06-14
DD136095A5 (de)	1979-06-20
PL107838B1 (pl)	1980-03-31
IE46094B1 (en)	1983-02-23
SE7713048L (sv)	1978-06-14
GB1561317A (en)	1980-02-20
EG12897A (en)	1980-07-31
PL202251A1 (pl)	1978-10-23
SE440359B (sv)	1985-07-29
HU177354B (en)	1981-09-28
BG28424A3 (bg)	1980-04-15
FI66621B (fi)	1984-07-31
NZ185721A (en)	1980-10-08
IN146348B (cs)	1979-05-05
BR7707672A (pt)	1978-06-13
DK144334B (da)	1982-02-22
SE8301673D0 (sv)	1983-03-25
AU3075377A (en)	1979-05-24
NO151706C (no)	1985-05-22
AT358318B (de)	1980-09-10
JPS5373544A (en)	1978-06-30
ES464221A1 (es)	1978-12-01
ATA825077A (de)	1980-01-15
MY8100165A (en)	1981-12-31
NL7712654A (nl)	1978-06-15
NO151706B (no)	1985-02-11
FR2373555B1 (cs)	1981-12-04
PH13235A (en)	1980-02-14
SE8301673L (sv)	1983-03-25
FI773496A7 (fi)	1978-06-14
PT67296B (en)	1979-04-20
JPS601319B2 (ja)	1985-01-14
IT1114670B (it)	1986-01-27

Legal Events

Date	Code	Title	Description
2004-08-31	MM	Patent lapsed	Owner name: MONSANTO COMPANY

Publication	Publication Date	Title
US4089671A (en)	1978-05-16	N,N'-methylenebis-[O,O-diaryl N-phosphonomethylglycinonitriles]
NO152874B (no)	1985-08-26	Fosfonomethylglycinforbindelser med herbicid virkning
KR890005170B1 (ko)	1989-12-16	유기인 유도체의 염의 제조방법
HU176295B (en)	1981-01-28	Process for preparing n-perfluoro-acyl-n-phosphono-methyl-glycine derivatives and herbicide compositions contain
US3125598A (en)	1964-03-17	Dialkylaminoaryl arylcarbamates
FI66621B (fi)	1984-07-31	N,n'-metylenbis-(0,0-diaryl-n-fosfonmetylglycinnitriler) derasframstaellning herbicidiska kompositioner innehaollande d emch herbicidisk metod
US4261733A (en)	1981-04-14	Herbicidal compounds and method of preparation and use
US4648898A (en)	1987-03-10	Triazine derivatives and herbicides
KR810000914B1 (ko)	1981-08-19	N,n'-메틸렌 비스-[0,0-디아릴 n-포스포노 메틸-글리시노 니트릴]의 제조방법
US4211547A (en)	1980-07-08	N-Phosphonomethyliminodiacetonitrile and certain derivatives thereof
GB2103610A (en)	1983-02-23	Herbicidal compounds derived from N-sulphonyl-aryloxybenamides and the processes for their preparation and use
KR810000913B1 (ko)	1981-08-19	N,n'-메틸렌비스-[0,0-디아릴 n-포스포노 메틸글리시노 니트릴]의 제조방법
US3158624A (en)	1964-11-24	Preparation of trichlorofuroylchloride
EP0146025B1 (en)	1987-01-14	Alpha,alpha-dimethylphenylacetanilide derivatives, process for production thereof, and use thereof as insecticide
FI67558C (fi)	1985-04-10	O-aryl-n-fosfonometylglycinnitriler deras anvaendning som herbicider och foerfarande foer framstaellning av dem
US3884673A (en)	1975-05-20	Herbicidal 2-halo-n-(acyloxyalkylene) acetanilides
US4382948A (en)	1983-05-10	1,3,4-Trisubstituted-2-pyrazolin-5-one fungicides
US3492376A (en)	1970-01-27	Phosphoric acid phenol esters
US3824281A (en)	1974-07-16	1-carboxamidothio-3-aryl ureas
US3383194A (en)	1968-05-14	m-ureidophenyl esters of omicron, omicron-dimethyl phosphorothioic acid as herbicides
JP2011201805A (ja)	2011-10-13	スルファモイル基を有するイミダゾリウム塩誘導体、それらの製造方法及びそれらを有効成分として含有する殺虫・殺ダニ剤
KR840001044B1 (ko)	1984-07-26	0-아릴-n-포스포노메틸글리시노니트릴의 제조방법
US4753943A (en)	1988-06-28	Algicidal and fungicidal 2-haloalkyl-3-oxo-4-substituted quinazoline
EP0007684B1 (en)	1983-09-07	Oxazolidinone phosphonates and their use as herbicides
EP0003261A1 (en)	1979-08-08	Oxadithiadiazapentalenes, their preparation, fungicidal compositions containing them and the control of fungi using them