JPS585161B2 - ジヨソウヨウソセイブツ - Google Patents

ジヨソウヨウソセイブツ

Info

Publication number: JPS585161B2
Authority: JP; Japan
Prior art keywords: compound; formula; ylmethyl; dioxolan; herbicidal
Prior art date: 1973-02-12
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

JP49016365A

Other languages

English (en)

Japanese (ja)

Other versions

JPS49116232A (fr

Inventor

シドニー・ビー・リヒター

ジヨン・クレンザー

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.)

Velsicol Chemical LLC

Original Assignee

Velsicol Chemical LLC

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.)

1973-02-12

Filing date

1974-02-12

Publication date

1983-01-29

1973-05-07 Priority claimed from US357746A external-priority patent/US3859308A/en

1974-02-12 Application filed by Velsicol Chemical LLC filed Critical Velsicol Chemical LLC

1974-11-06 Publication of JPS49116232A publication Critical patent/JPS49116232A/ja

1983-01-29 Publication of JPS585161B2 publication Critical patent/JPS585161B2/ja

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 claims description 29
241000196324 Embryophyta Species 0.000 claims description 18
230000002363 herbicidal effect Effects 0.000 claims description 16
125000000217 alkyl group Chemical group 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
239000004480 active ingredient Substances 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 2
229910052760 oxygen Inorganic materials 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
125000004434 sulfur atom Chemical group 0.000 claims description 2
231100000331 toxic Toxicity 0.000 claims description 2
230000002588 toxic effect Effects 0.000 claims description 2
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
150000003931 anilides Chemical class 0.000 claims 1
150000002367 halogens Chemical class 0.000 claims 1
229910052717 sulfur Inorganic materials 0.000 claims 1
150000001875 compounds Chemical class 0.000 description 37
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
238000003756 stirring Methods 0.000 description 9
SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
239000011541 reaction mixture Substances 0.000 description 8
UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 description 7
239000000843 powder Substances 0.000 description 7
238000010992 reflux Methods 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
238000010438 heat treatment Methods 0.000 description 6
239000002904 solvent Substances 0.000 description 6
QSKPIOLLBIHNAC-UHFFFAOYSA-N 2-chloro-acetaldehyde Chemical compound ClCC=O QSKPIOLLBIHNAC-UHFFFAOYSA-N 0.000 description 5
VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 description 5
239000002689 soil Substances 0.000 description 5
IKZOMJGRWIOEDP-UHFFFAOYSA-N 2-(chloromethyl)-1,3-dioxolane Chemical compound ClCC1OCCO1 IKZOMJGRWIOEDP-UHFFFAOYSA-N 0.000 description 4
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
239000003995 emulsifying agent Substances 0.000 description 4
238000009472 formulation Methods 0.000 description 4
239000011521 glass Substances 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
238000000034 method Methods 0.000 description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
239000007787 solid Substances 0.000 description 4
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
-1 anilide compound Chemical class 0.000 description 3
230000006378 damage Effects 0.000 description 3
239000004495 emulsifiable concentrate Substances 0.000 description 3
239000004009 herbicide Substances 0.000 description 3
238000002156 mixing Methods 0.000 description 3
GGNYAVVATITVAW-UHFFFAOYSA-N n-(1,3-dioxolan-2-ylmethyl)-2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1NCC1OCCO1 GGNYAVVATITVAW-UHFFFAOYSA-N 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000005507 spraying Methods 0.000 description 3
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
229940126062 Compound A Drugs 0.000 description 2
NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000000443 aerosol Substances 0.000 description 2
229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
150000008041 alkali metal carbonates Chemical class 0.000 description 2
230000009286 beneficial effect Effects 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
238000011156 evaluation Methods 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
239000002736 nonionic surfactant Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
MLPVBIWIRCKMJV-UHFFFAOYSA-N 2-ethylaniline Chemical compound CCC1=CC=CC=C1N MLPVBIWIRCKMJV-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
208000012868 Overgrowth Diseases 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
239000012190 activator Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001448 anilines Chemical class 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
238000009395 breeding Methods 0.000 description 1
230000001488 breeding effect Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
239000004927 clay Substances 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000012272 crop production Methods 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
150000004662 dithiols Chemical class 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
230000035784 germination Effects 0.000 description 1
239000008187 granular material Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
230000000937 inactivator Effects 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
210000003127 knee Anatomy 0.000 description 1
244000144972 livestock Species 0.000 description 1
230000009526 moderate injury Effects 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
229910052903 pyrophyllite Inorganic materials 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
238000009331 sowing Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000012360 testing method Methods 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/04—Five-membered rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/16—Radicals substituted by halogen atoms or nitro radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
- C07D321/02—Seven-membered rings
- C07D321/04—Seven-membered rings not condensed with other rings
- C07D321/06—1,3-Dioxepines; Hydrogenated 1,3-dioxepines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D325/00—Heterocyclic compounds containing rings having oxygen as the only ring hetero atom according to more than one of groups C07D303/00 - C07D323/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/10—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms two oxygen atoms and one sulfur atom, e.g. cyclic sulfates
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/02—Five-membered rings
- C07D339/06—Five-membered rings having the hetero atoms in positions 1 and 3, e.g. cyclic dithiocarbonates
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/08—Six-membered rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Furan Compounds (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

JP49016365A 1973-02-12 1974-02-12 ジヨソウヨウソセイブツ Expired JPS585161B2 (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US33143473A	1973-02-12	1973-02-12
US357746A US3859308A (en)	1973-05-07	1973-05-07	Heterocyclic anilids

Publications (2)

Publication Number	Publication Date
JPS49116232A JPS49116232A (fr)	1974-11-06
JPS585161B2 true JPS585161B2 (ja)	1983-01-29

Family

ID=26987764

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP49016365A Expired JPS585161B2 (ja)	1973-02-12	1974-02-12	ジヨソウヨウソセイブツ

Country Status (17)

Country	Link
JP (1)	JPS585161B2 (fr)
AR (1)	AR214851A1 (fr)
AU (1)	AU472474B2 (fr)
BR (1)	BR7401007A (fr)
CA (1)	CA1019752A (fr)
CH (1)	CH600758A5 (fr)
DE (1)	DE2405510C2 (fr)
DO (1)	DOP1974002166A (fr)
EG (1)	EG11106A (fr)
ES (1)	ES423104A1 (fr)
FR (1)	FR2217328A1 (fr)
IL (1)	IL44019A (fr)
IN (1)	IN139480B (fr)
IT (1)	IT1047131B (fr)
MX (1)	MX3057E (fr)
NL (1)	NL7400963A (fr)
NO (1)	NO141650C (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2648008C3 (de) *	1976-10-23	1980-09-04	Basf Ag, 6700 Ludwigshafen	Acetanilide
IL53938A0 (en) *	1977-02-02	1978-04-30	Bayer Ag	Novel n-substituted halogenoacetanilides, their preparation and their use as herbicides
DE2744396A1 (de) *	1977-10-03	1979-04-12	Basf Ag	Acetanilide
DE2802211A1 (de) *	1978-01-19	1979-07-26	Basf Ag	N-substituierte 2,6-dialkylaniline und verfahren zur herstellung von n- substituierten 2,6-dialkylanilinen
US4243408A (en) *	1978-05-11	1981-01-06	Chevron Research Company	Herbicidal N-triazolylmethyl-substituted alpha-haloacetanilide
DE2835157A1 (de) *	1978-08-10	1980-02-21	Bayer Ag	Verfahren zur herstellung von n-substituierten alpha -halogenacetaniliden
DE2842280A1 (de) *	1978-09-28	1980-04-10	Bayer Ag	N-(1,3-azolyl)-alkyl-halogenacetanilide, verfahren zu ihrer herstellung sowie ihre verwendung als herbizide
FR2465711A1 (fr) *	1979-07-09	1981-03-27	Ciba Geigy Ag	Phenylaminoalcanals et phenylaminoacetals, procede pour leur preparation et leur application dans les agents microbicides

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE532981A (fr) *	1953-10-30
DE1903198A1 (de) *	1969-01-23	1970-08-06	Basf Ag	Substituierte Anilide

1974
- 1974-01-14 CA CA190,082A patent/CA1019752A/en not_active Expired
- 1974-01-18 IL IL44019A patent/IL44019A/xx unknown
- 1974-01-23 AR AR252033A patent/AR214851A1/es active
- 1974-01-23 AU AU64813/74A patent/AU472474B2/en not_active Expired
- 1974-01-24 NL NL7400963A patent/NL7400963A/xx not_active Application Discontinuation
- 1974-02-05 DE DE2405510A patent/DE2405510C2/de not_active Expired
- 1974-02-10 EG EG38/74A patent/EG11106A/xx active
- 1974-02-11 NO NO740449A patent/NO141650C/no unknown
- 1974-02-11 IT IT48266/74A patent/IT1047131B/it active
- 1974-02-11 ES ES423104A patent/ES423104A1/es not_active Expired
- 1974-02-12 CH CH194474A patent/CH600758A5/xx not_active IP Right Cessation
- 1974-02-12 DO DO1974002166A patent/DOP1974002166A/es unknown
- 1974-02-12 BR BR1007/74A patent/BR7401007A/pt unknown
- 1974-02-12 MX MX001359U patent/MX3057E/es unknown
- 1974-02-12 JP JP49016365A patent/JPS585161B2/ja not_active Expired
- 1974-02-12 FR FR7404706A patent/FR2217328A1/fr active Granted
- 1974-03-15 IN IN554/CAL/74A patent/IN139480B/en unknown

Also Published As

Publication number	Publication date
IL44019A (en)	1979-01-31
EG11106A (en)	1977-04-30
FR2217328A1 (en)	1974-09-06
DE2405510A1 (de)	1974-08-15
NO141650C (no)	1980-04-16
AU6481374A (en)	1975-07-24
FR2217328B1 (fr)	1978-10-27
DOP1974002166A (es)	1974-06-12
AU472474B2 (en)	1976-05-27
DE2405510C2 (de)	1985-06-13
NL7400963A (fr)	1974-08-14
BR7401007D0 (pt)	1974-11-26
NO141650B (no)	1980-01-07
MX3057E (es)	1980-03-13
JPS49116232A (fr)	1974-11-06
CA1019752A (en)	1977-10-25
IT1047131B (it)	1980-09-10
IL44019A0 (en)	1974-05-16
CH600758A5 (fr)	1978-06-30
AR214851A1 (es)	1979-08-15
ES423104A1 (es)	1976-10-01
NO740449L (no)	1974-08-13
IN139480B (fr)	1976-06-26
BR7401007A (pt)	1975-10-14

Publication	Publication Date	Title
US4293328A (en)	1981-10-06	N-(5-t-Butyl-3-isoxazolyl)alkanamide derivatives and herbicidal compositions containing them
US4003912A (en)	1977-01-18	Dicarboximido-N-phenylsubstituted carbamates and derivatives
US3187042A (en)	1965-06-01	N-alkoxy benzamides
JPS585161B2 (ja)	1983-01-29	ジヨソウヨウソセイブツ
JPS584757A (ja)	1983-01-11	置換シクロプロピルメトキシ尿素及び除草組成物ならびに除草方法
US3276855A (en)	1966-10-04	N-alkylmercapto-ureas and a method for controlling weeds
JPS62252755A (ja)	1987-11-04	新規ｎ−ベンジルベンズアミド誘導体およびこれを有効成分として含有する除草剤
US4298375A (en)	1981-11-03	2-Substituted-5-phenyl-4-thiazolecarboxylic acids and their derivatives as safening agents
JPS5998004A (ja)	1984-06-06	１，２，４―トリアゾール誘導体及び除草剤
US3299085A (en)	1967-01-17	Certain benzazolyl-substituted imidazolidines
US3401031A (en)	1968-09-10	Monofluorophenyl-4'-nitrophenylether derivatives as herbicides
US4260824A (en)	1981-04-07	Sulfonylurea herbicidal antidotes
US3681406A (en)	1972-08-01	N-alkoxyalkylidenesulfonamide compounds
US3900484A (en)	1975-08-19	1,2,3,5-oxathiadiazolin-4-one,2-oxides
US4334909A (en)	1982-06-15	N-(Alkoxymethyl)-2'-nitro-6'-substituted-2-haloacetanilides and their use as herbicides and plant growth regulants
JPS61210075A (ja)	1986-09-18	ジヒドロトリアゾ−ル及び除草剤
US3769341A (en)	1973-10-30	2-(1-naphthyl carbamoyl-1,1,1-trialkylhydrazinium salts and herbicidal use thereof
US3832155A (en)	1974-08-27	N-alkoxyalkylidenesulfonamide compounds as herbicides
US3671531A (en)	1972-06-20	Benzothiazolinylidene substituted ureas
US3701799A (en)	1972-10-31	Plant growth regulators
JPS60233075A (ja)	1985-11-19	置換フエニルヒダントイン類およびこれを有効成分とする除草剤
JPS5810386B2 (ja)	1983-02-25	新規なチアジアゾリルイミダゾリジノン類の製造方法
US4793851A (en)	1988-12-27	Compounds with antidotal activity for the defense of cultivations of agrarian interest from the action of non-selective weed killers
US4365990A (en)	1982-12-28	Sulfonylurea herbicidal antidotes
US4098599A (en)	1978-07-04	Antidote compositions and method of use with herbicides