GB821103A - Improvements in or relating to substituted phenyl ureas and herbicidal compositions - Google Patents
Improvements in or relating to substituted phenyl ureas and herbicidal compositionsInfo
- Publication number
- GB821103A GB821103A GB12905/56A GB1290556A GB821103A GB 821103 A GB821103 A GB 821103A GB 12905/56 A GB12905/56 A GB 12905/56A GB 1290556 A GB1290556 A GB 1290556A GB 821103 A GB821103 A GB 821103A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxyethyl
- methylurea
- butyl
- oil
- water
- 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
- 239000000203 mixture Substances 0.000 title abstract 10
- 235000013877 carbamide Nutrition 0.000 title abstract 5
- -1 phenyl ureas Chemical class 0.000 title abstract 5
- 230000002363 herbicidal effect Effects 0.000 title abstract 4
- 239000003921 oil Substances 0.000 abstract 5
- 235000019198 oils Nutrition 0.000 abstract 5
- 239000000843 powder Substances 0.000 abstract 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- 150000003672 ureas Chemical class 0.000 abstract 4
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000007788 liquid Substances 0.000 abstract 3
- 159000000000 sodium salts Chemical class 0.000 abstract 3
- 239000004094 surface-active agent Substances 0.000 abstract 3
- VAEPZEJLMFAEQJ-UHFFFAOYSA-N 1-(2-hydroxyethyl)-1-methyl-3-(4-propan-2-ylphenyl)urea Chemical compound C1(=CC=C(C=C1)NC(N(C)CCO)=O)C(C)C VAEPZEJLMFAEQJ-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- 240000007049 Juglans regia Species 0.000 abstract 2
- 235000009496 Juglans regia Nutrition 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 235000012343 cottonseed oil Nutrition 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 238000010410 dusting Methods 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 235000013312 flour Nutrition 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 150000002790 naphthalenes Chemical class 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 238000005507 spraying Methods 0.000 abstract 2
- 235000012222 talc Nutrition 0.000 abstract 2
- 235000020234 walnut Nutrition 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- GJULIGRXIUKVHA-UHFFFAOYSA-N 1-(2-hydroxyethyl)-1-methyl-3-(4-propylphenyl)urea Chemical compound OCCN(C(=O)NC1=CC=C(C=C1)CCC)C GJULIGRXIUKVHA-UHFFFAOYSA-N 0.000 abstract 1
- MUHBCJNNBAMQJO-UHFFFAOYSA-N 1-(2-hydroxyethyl)-1-methyl-3-[4-(2-methylpropyl)phenyl]urea Chemical compound C(C(C)C)C1=CC=C(C=C1)NC(N(C)CCO)=O MUHBCJNNBAMQJO-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- YGVYHWQWUOASBS-UHFFFAOYSA-N 3-(4-ethylphenyl)-1-(2-hydroxyethyl)-1-methylurea Chemical compound C(C)C1=CC=C(C=C1)NC(N(C)CCO)=O YGVYHWQWUOASBS-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- 240000005020 Acaciella glauca Species 0.000 abstract 1
- 241000251468 Actinopterygii Species 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- 239000005909 Kieselgur Substances 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 abstract 1
- 239000004141 Sodium laurylsulphate Substances 0.000 abstract 1
- 241000209140 Triticum Species 0.000 abstract 1
- 235000021307 Triticum Nutrition 0.000 abstract 1
- 239000010775 animal oil Substances 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000000440 bentonite Substances 0.000 abstract 1
- 229910000278 bentonite Inorganic materials 0.000 abstract 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000004359 castor oil Substances 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 239000002385 cottonseed oil Substances 0.000 abstract 1
- 150000001896 cresols Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000003337 fertilizer Substances 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 239000003350 kerosene Substances 0.000 abstract 1
- 229920000609 methyl cellulose Polymers 0.000 abstract 1
- 239000001923 methylcellulose Substances 0.000 abstract 1
- 235000010981 methylcellulose Nutrition 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- LRTFPLFDLJYEKT-UHFFFAOYSA-N para-isopropylaniline Chemical compound CC(C)C1=CC=C(N)C=C1 LRTFPLFDLJYEKT-UHFFFAOYSA-N 0.000 abstract 1
- 239000008188 pellet Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- ARENMZZMCSLORU-UHFFFAOYSA-N propan-2-yl naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)OC(C)C)=CC=CC2=C1 ARENMZZMCSLORU-UHFFFAOYSA-N 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229910052903 pyrophyllite Inorganic materials 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 235000003499 redwood Nutrition 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
- C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
- C07C273/1827—X being H
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US821103XA | 1955-05-02 | 1955-05-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB821103A true GB821103A (en) | 1959-09-30 |
Family
ID=22169120
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12905/56A Expired GB821103A (en) | 1955-05-02 | 1956-04-26 | Improvements in or relating to substituted phenyl ureas and herbicidal compositions |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE564322A (enExample) |
| FR (1) | FR1205117A (enExample) |
| GB (1) | GB821103A (enExample) |
| MY (1) | MY6000041A (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3779738A (en) * | 1969-10-27 | 1973-12-18 | Perro Soc Dev La Vente De Spec | Herbicidal para-tert-butylphenyl urea |
| CN108102087A (zh) * | 2017-12-25 | 2018-06-01 | 湖南华腾制药有限公司 | 一种peg化敌草隆合成及其在除草中的应用 |
| CN108164691A (zh) * | 2017-12-25 | 2018-06-15 | 湖南华腾制药有限公司 | 一种peg化取代脲类化合物及其在除草剂中的应用 |
-
0
- BE BE564322D patent/BE564322A/xx unknown
-
1956
- 1956-04-26 GB GB12905/56A patent/GB821103A/en not_active Expired
- 1956-05-02 FR FR1205117D patent/FR1205117A/fr not_active Expired
-
1960
- 1960-12-31 MY MY196041A patent/MY6000041A/xx unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3779738A (en) * | 1969-10-27 | 1973-12-18 | Perro Soc Dev La Vente De Spec | Herbicidal para-tert-butylphenyl urea |
| CN108102087A (zh) * | 2017-12-25 | 2018-06-01 | 湖南华腾制药有限公司 | 一种peg化敌草隆合成及其在除草中的应用 |
| CN108164691A (zh) * | 2017-12-25 | 2018-06-15 | 湖南华腾制药有限公司 | 一种peg化取代脲类化合物及其在除草剂中的应用 |
| CN108102087B (zh) * | 2017-12-25 | 2021-01-05 | 湖南华腾制药有限公司 | 一种peg化敌草隆合成及其在除草中的应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| MY6000041A (en) | 1960-12-31 |
| FR1205117A (fr) | 1960-01-29 |
| BE564322A (enExample) |
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