GB1035098A - Improvements relating to herbicides - Google Patents
Improvements relating to herbicidesInfo
- Publication number
- GB1035098A GB1035098A GB898766A GB898766A GB1035098A GB 1035098 A GB1035098 A GB 1035098A GB 898766 A GB898766 A GB 898766A GB 898766 A GB898766 A GB 898766A GB 1035098 A GB1035098 A GB 1035098A
- Authority
- GB
- United Kingdom
- Prior art keywords
- active agent
- herbicides
- malononitrile
- diluent
- specifications
- 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.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title abstract 4
- 239000004094 surface-active agent Substances 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 239000003085 diluting agent Substances 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- NDQXKKFRNOPRDW-UHFFFAOYSA-N 1,1,1-triethoxyethane Chemical compound CCOC(C)(OCC)OCC NDQXKKFRNOPRDW-UHFFFAOYSA-N 0.000 abstract 1
- METIWNNPHPBEHP-UHFFFAOYSA-N 2-[[4-[4-(4-methyl-n-(4-methylphenyl)anilino)phenyl]-2,1,3-benzothiadiazol-7-yl]methylidene]propanedinitrile Chemical compound C1=CC(C)=CC=C1N(C=1C=CC(=CC=1)C=1C2=NSN=C2C(C=C(C#N)C#N)=CC=1)C1=CC=C(C)C=C1 METIWNNPHPBEHP-UHFFFAOYSA-N 0.000 abstract 1
- ZHGSMIXDHMJAEZ-UHFFFAOYSA-N 6-amino-1-butan-2-yl-2-oxopyrimidine-5-carbonitrile Chemical compound C(C)(CC)N1C(N=CC(=C1N)C#N)=O ZHGSMIXDHMJAEZ-UHFFFAOYSA-N 0.000 abstract 1
- ZHSNBHJAZCYIIE-UHFFFAOYSA-N 6-amino-1-cyclohexyl-4-methyl-2-oxopyrimidine-5-carbonitrile Chemical compound C1(CCCCC1)N1C(N=C(C(=C1N)C#N)C)=O ZHSNBHJAZCYIIE-UHFFFAOYSA-N 0.000 abstract 1
- 239000001692 EU approved anti-caking agent Substances 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 abstract 1
- 239000005983 Maleic hydrazide Chemical class 0.000 abstract 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical class OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000002518 antifoaming agent Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- CBRSBDUOPJQVMP-UHFFFAOYSA-N butan-2-ylurea Chemical compound CCC(C)NC(N)=O CBRSBDUOPJQVMP-UHFFFAOYSA-N 0.000 abstract 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000003982 chlorocarboxylic acids Chemical class 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- WUESWDIHTKHGQA-UHFFFAOYSA-N cyclohexylurea Chemical compound NC(=O)NC1CCCCC1 WUESWDIHTKHGQA-UHFFFAOYSA-N 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- -1 dusts Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 239000008233 hard water Substances 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 abstract 1
- 239000008188 pellet Substances 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 150000003918 triazines Chemical class 0.000 abstract 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 abstract 1
- 150000003672 ureas Chemical class 0.000 abstract 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The Specification relates to further compounds within the scope of the definitions given in Specifications 968,661 and 968,666, and which are prepared analogously. These compounds are herbicides (see Division A5). Intermediates.-Malononitrile is reacted with (i) cyclohexylurea and triethyl orthoacetate and (ii) sec-butylurea and triethyl orthoformate to give respectively [1-(3-cyclohexylurcido)-ethylidene] malononitrile and [(3-sec-butylurcido) methylene] malononitrile, which with methanolic NaOMe followed by acetic acid produce 3-cyclohexyl-6-methyl-5-cyanocytosine and 3-sec-butyl-5-cyanocytosine respectively.ALSO:The Specification relates to further herbicidal uracils within the scope of the definitions given in Specifications 968,661 and 968,666, and which are used to control the growth of weeds, e.g. in a composition containing additionally (i) a diluent which is at least in part an oil (defined as a liquid immiscible with water and soluble in ether, and boiling at not below 125 DEG C.), with or without a surface-active agent; (ii) a diluent which is at least in part a solid, with or without a surface-active agent; (iii) a surface-active agent and a diluent which is a liquid other than an oil, e.g. water; or (iv) a surface-active agent. The compositions may be in the form of solutions, dispersions, powders, dusts, granules, or pellets, and may contain adhesives, corrosion inhibitors, antifoam agents, dyes, pigments, anticaking agents, hard water stabilizers and other herbicides, e.g. those of Specifications 1,035,091, 1,035,692, 1,035,093, 1,035,094, 1,035,095, 1,035,096, or 1,035,097, or substituted ureas, substituted triazines, phenols, chlorocarboxylic acids and their derivatives, substituted carbamic acid derivatives, maleic hydrazide, inorganic salts, mixed inorganic-organic salts, or other specified herbicides.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB898766A GB1035098A (en) | 1962-12-07 | 1962-12-07 | Improvements relating to herbicides |
| MY6900387A MY6900387A (en) | 1962-12-07 | 1969-12-31 | Improvements relating too herbicides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB898766A GB1035098A (en) | 1962-12-07 | 1962-12-07 | Improvements relating to herbicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1035098A true GB1035098A (en) | 1966-07-06 |
Family
ID=9863175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB898766A Expired GB1035098A (en) | 1962-12-07 | 1962-12-07 | Improvements relating to herbicides |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB1035098A (en) |
| MY (1) | MY6900387A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4675047A (en) * | 1980-07-01 | 1987-06-23 | Alexander Serban | Substituted phenylamine- and phenyloxy-quinazolines as herbicides |
| US4859229A (en) * | 1986-07-31 | 1989-08-22 | Hoffmann-La Roche Inc. | 3-Aryluracils having an ether (thio) carbomyloxy or sulphomyloxy substituent on the aromatic moiety |
| US4990512A (en) * | 1988-08-04 | 1991-02-05 | Imperial Chemical Industries Plc | Pyridyl-pyrimidones |
| US5017211A (en) * | 1987-09-23 | 1991-05-21 | Ciba-Geigy Corporation | Heterocyclic compounds |
| US5077297A (en) * | 1988-04-22 | 1991-12-31 | Imperial Chemical Industries Plc | Novel compounds |
| US5104878A (en) * | 1989-04-17 | 1992-04-14 | Imperial Chemical Industries Plc | 1-phenyl-6-one-pyrimidine derivatives |
| US5149810A (en) * | 1988-04-22 | 1992-09-22 | Imperial Chemical Industries Plc | Pyrimidine compounds |
| US5183492A (en) * | 1989-06-29 | 1993-02-02 | Ciba-Geigy Corporation | Herbicidal 3-aryluracils |
-
1962
- 1962-12-07 GB GB898766A patent/GB1035098A/en not_active Expired
-
1969
- 1969-12-31 MY MY6900387A patent/MY6900387A/en unknown
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4675047A (en) * | 1980-07-01 | 1987-06-23 | Alexander Serban | Substituted phenylamine- and phenyloxy-quinazolines as herbicides |
| US4859229A (en) * | 1986-07-31 | 1989-08-22 | Hoffmann-La Roche Inc. | 3-Aryluracils having an ether (thio) carbomyloxy or sulphomyloxy substituent on the aromatic moiety |
| US5017211A (en) * | 1987-09-23 | 1991-05-21 | Ciba-Geigy Corporation | Heterocyclic compounds |
| US5077297A (en) * | 1988-04-22 | 1991-12-31 | Imperial Chemical Industries Plc | Novel compounds |
| US5149810A (en) * | 1988-04-22 | 1992-09-22 | Imperial Chemical Industries Plc | Pyrimidine compounds |
| US4990512A (en) * | 1988-08-04 | 1991-02-05 | Imperial Chemical Industries Plc | Pyridyl-pyrimidones |
| US5104878A (en) * | 1989-04-17 | 1992-04-14 | Imperial Chemical Industries Plc | 1-phenyl-6-one-pyrimidine derivatives |
| US5183492A (en) * | 1989-06-29 | 1993-02-02 | Ciba-Geigy Corporation | Herbicidal 3-aryluracils |
Also Published As
| Publication number | Publication date |
|---|---|
| MY6900387A (en) | 1969-12-31 |
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