IE40843L - Alkoxycarbonylphenylureas as herbicides - Google Patents
Alkoxycarbonylphenylureas as herbicidesInfo
- Publication number
- IE40843L IE40843L IE750598A IE59875A IE40843L IE 40843 L IE40843 L IE 40843L IE 750598 A IE750598 A IE 750598A IE 59875 A IE59875 A IE 59875A IE 40843 L IE40843 L IE 40843L
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- march
- reacting
- hydrogen
- prepared
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- 230000002363 herbicidal effect Effects 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- BWWHTIHDQBHTHP-UHFFFAOYSA-N 2-nitrobenzoyl chloride Chemical compound [O-][N+](=O)C1=CC=CC=C1C(Cl)=O BWWHTIHDQBHTHP-UHFFFAOYSA-N 0.000 abstract 1
- AJHPGXZOIAYYDW-UHFFFAOYSA-N 3-(2-cyanophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)NC(C(O)=O)CC1=CC=CC=C1C#N AJHPGXZOIAYYDW-UHFFFAOYSA-N 0.000 abstract 1
- BJVHZTKZQWVAKG-UHFFFAOYSA-N 3-isocyanatobenzoic acid Chemical compound OC(=O)C1=CC=CC(N=C=O)=C1 BJVHZTKZQWVAKG-UHFFFAOYSA-N 0.000 abstract 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 abstract 1
- KKHMQRRQQBALFL-UHFFFAOYSA-N 4-isocyanatobenzoic acid Chemical class OC(=O)C1=CC=C(N=C=O)C=C1 KKHMQRRQQBALFL-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000007868 Raney catalyst Substances 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 150000005181 nitrobenzenes Chemical class 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 150000003672 ureas Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/58—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/42—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1451299 Alkoxycarbonylphenyl ureas; their preparation and herbicidal compositions BAYER AG 19 March 1975 [20 March 1974 24 Sept 1974] 11424/75 Heading C2C The invention comprises compounds of the general Formula I wherein X 1 or X 2 is and the other is a hydrogen or chlorine atom; R 1 is hydrogen, CH 3 O or a C 1-6 alkyl group and R 2 represents an alkyl, alkenyl or alkynyl radical of at least three carbon atoms, the chain of which is optionally interrupted by one or more oxygen or sulphur atoms which may be prepared by reacting an isocyanate of Formula II with an amine of formula Nitrobenzenes of Formula VI wherein X 1 and X 2 are as defined above are prepared by reacting the corresponding 3-(or 4-) nitrobenzoylchloride with the corresponding alcohol R 2 OH, and are hydrogenated in the presence of Raney nickel to obtain the corresponding 3- and 4-aminobenzoic acid esters of Formula VII which are in turn reacted with phosgene to obtain the 3- and 4-isocyanatobenzoic acid esters of Formula II. Herbicidal compositions comprise a compound of Formula I together with a solid or liquified gaseous diluent or carrier or together with a liquid diluent or carrier containing a surface active agent.
[GB1451299A]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2413258A DE2413258A1 (en) | 1974-03-20 | 1974-03-20 | Herbicidal N-(alkoxycarbonyl-phenyl)-N'-methyl-urea derivs - prepd by reacting alkoxycarbonyl-phenyl isocyanates with methylamines |
| DE19742445529 DE2445529A1 (en) | 1974-09-24 | 1974-09-24 | Herbicidal N-(alkoxycarbonylphenyl) ureas - esp for selective control of weeds in cotton |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE40843L true IE40843L (en) | 1975-09-20 |
| IE40843B1 IE40843B1 (en) | 1979-08-29 |
Family
ID=25766828
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE598/75A IE40843B1 (en) | 1974-03-20 | 1975-03-19 | Novel alkoxycarbonylphenylureas,their preparation and their use as herbicides |
Country Status (13)
| Country | Link |
|---|---|
| JP (2) | JPS50126828A (en) |
| AU (1) | AU7915675A (en) |
| BR (1) | BR7501583A (en) |
| DD (1) | DD118790A5 (en) |
| DK (1) | DK113175A (en) |
| FR (1) | FR2264804B3 (en) |
| GB (1) | GB1451299A (en) |
| IE (1) | IE40843B1 (en) |
| IL (1) | IL46853A0 (en) |
| LU (1) | LU72082A1 (en) |
| NL (1) | NL7503351A (en) |
| RO (1) | RO66457A (en) |
| TR (1) | TR18260A (en) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3245679A1 (en) * | 1982-12-10 | 1984-06-14 | Basf Ag, 6700 Ludwigshafen | SUBSTITUTED UREA MATERIALS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING UNWANTED PLANT GROWTH |
| US5268389A (en) * | 1989-10-16 | 1993-12-07 | Uniroyal Chemical Company, Inc. | Thiocarboxylate ester compounds compositions containing the same |
| US5719151A (en) * | 1990-05-04 | 1998-02-17 | Shall; Sydney | Substituted benzene compounds |
| DE19946853A1 (en) | 1999-09-30 | 2001-04-05 | Bayer Ag | Substituted aryl ketones |
| MY153898A (en) | 2005-06-22 | 2015-04-15 | Plexxikon Inc | Compounds and methods for kinase modulation, and indications therefor |
| WO2008063888A2 (en) | 2006-11-22 | 2008-05-29 | Plexxikon, Inc. | Compounds modulating c-fms and/or c-kit activity and uses therefor |
| WO2008079909A1 (en) | 2006-12-21 | 2008-07-03 | Plexxikon, Inc. | Pyrrolo [2,3-b] pyridines as kinase modulators |
| JP2010533729A (en) | 2007-07-17 | 2010-10-28 | プレキシコン，インコーポレーテッド | Compounds and methods for kinase regulation, and adaptations therefor |
| CA2738573C (en) | 2009-04-03 | 2013-02-19 | F. Hoffmann-La Roche Ag | Compositions of propane-1 sulfonic acid {3-[5-(4-chloro-phenyl)-1h-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluoro-phenyl}-amide and uses thereof |
| US8329724B2 (en) | 2009-08-03 | 2012-12-11 | Hoffmann-La Roche Inc. | Process for the manufacture of pharmaceutically active compounds |
| JP2013510166A (en) | 2009-11-06 | 2013-03-21 | プレキシコン インコーポレーテッド | Compounds, methods and applications for kinase regulation |
| PE20141360A1 (en) | 2011-02-07 | 2014-10-13 | Plexxikon Inc | COMPOUNDS AND METHODS FOR THE MODULATION OF KINASES AND INDICATIONS FOR THEM. |
| TWI558702B (en) | 2011-02-21 | 2016-11-21 | 普雷辛肯公司 | Solid forms of a pharmaceutically active substance |
| US9150570B2 (en) | 2012-05-31 | 2015-10-06 | Plexxikon Inc. | Synthesis of heterocyclic compounds |
| CN110938019B (en) * | 2019-12-10 | 2022-06-24 | 江苏快达农化股份有限公司 | Continuous synthesis method of isoproturon |
-
1975
- 1975-03-17 IL IL46853A patent/IL46853A0/en unknown
- 1975-03-17 AU AU79156/75A patent/AU7915675A/en not_active Expired
- 1975-03-18 TR TR18260A patent/TR18260A/en unknown
- 1975-03-18 DD DD184848A patent/DD118790A5/xx unknown
- 1975-03-18 LU LU72082A patent/LU72082A1/xx unknown
- 1975-03-18 BR BR1583/75A patent/BR7501583A/en unknown
- 1975-03-19 RO RO7581709A patent/RO66457A/en unknown
- 1975-03-19 GB GB1142475A patent/GB1451299A/en not_active Expired
- 1975-03-19 IE IE598/75A patent/IE40843B1/en unknown
- 1975-03-19 DK DK113175A patent/DK113175A/da unknown
- 1975-03-20 JP JP50033089A patent/JPS50126828A/ja active Pending
- 1975-03-20 JP JP50033088A patent/JPS50126637A/ja active Pending
- 1975-03-20 FR FR7508722A patent/FR2264804B3/fr not_active Expired
- 1975-03-20 NL NL7503351A patent/NL7503351A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1451299A (en) | 1976-09-29 |
| JPS50126637A (en) | 1975-10-04 |
| BR7501583A (en) | 1975-12-16 |
| NL7503351A (en) | 1975-09-23 |
| AU7915675A (en) | 1976-09-23 |
| DK113175A (en) | 1975-09-21 |
| LU72082A1 (en) | 1976-02-04 |
| FR2264804A1 (en) | 1975-10-17 |
| TR18260A (en) | 1976-11-10 |
| RO66457A (en) | 1980-10-30 |
| JPS50126828A (en) | 1975-10-06 |
| FR2264804B3 (en) | 1977-11-25 |
| DD118790A5 (en) | 1976-03-20 |
| IE40843B1 (en) | 1979-08-29 |
| IL46853A0 (en) | 1975-05-22 |
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