JPS572276A - 1-methyl-5- n-alkyl-n-chloroacetylamino pyrazole-4- carboxylic acid ester derivative, its preparation, and herbicide for paddy rice field - Google Patents
1-methyl-5- n-alkyl-n-chloroacetylamino pyrazole-4- carboxylic acid ester derivative, its preparation, and herbicide for paddy rice fieldInfo
- Publication number
- JPS572276A JPS572276A JP7691980A JP7691980A JPS572276A JP S572276 A JPS572276 A JP S572276A JP 7691980 A JP7691980 A JP 7691980A JP 7691980 A JP7691980 A JP 7691980A JP S572276 A JPS572276 A JP S572276A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- alkyl
- compound
- acid ester
- herbicide
- 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.)
- Pending
Links
- 240000007594 Oryza sativa Species 0.000 title abstract 2
- 235000007164 Oryza sativa Nutrition 0.000 title abstract 2
- 230000002363 herbicidal effect Effects 0.000 title abstract 2
- 239000004009 herbicide Substances 0.000 title abstract 2
- 235000009566 rice Nutrition 0.000 title abstract 2
- IMBBXSASDSZJSX-UHFFFAOYSA-N 4-Carboxypyrazole Chemical compound OC(=O)C=1C=NNC=1 IMBBXSASDSZJSX-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- -1 sulfuric acid ester Chemical class 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- 241000251468 Actinopterygii Species 0.000 abstract 1
- 240000008575 Ammannia baccifera Species 0.000 abstract 1
- 235000002848 Cyperus flabelliformis Nutrition 0.000 abstract 1
- 235000001248 Dentaria laciniata Nutrition 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 240000007038 Lindernia dubia Species 0.000 abstract 1
- 235000014968 Peltiphyllum peltatum Nutrition 0.000 abstract 1
- 244000104677 Peltiphyllum peltatum Species 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
NEW MATERIAL:A compound of formula I (R1 is 1W3C alkyl, allyl, benzyl, or substituted benzyl; R2 is 1W6C alkyl, 5W6C cycloalkyl, or benzyl).
USE: Herbicide for paddy rice field Effective against false pimpernel, toothcup, cockspur-glass, umbrella plant, etc. Low toxic to man, beast, fish, etc.
PROCESS: The compound of formula I is prepared by reacting the compound of formula II with the compound of formula R1X (X is Br, Cl or I) a sulfuric acid ester of formula (R1)2SO4. The reaction is pref. carried out in a solvent such as water, alcohol, etc., in the presence of a base (e.g. caustic soda, sodium carbonate) at 20W35°C. When the R1 in the formula I is a 1W3C alkyl, the objective compound can be obtained in higher yield by reacting the compound of formula II with the sulfuric acid ester.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7691980A JPS572276A (en) | 1980-06-07 | 1980-06-07 | 1-methyl-5- n-alkyl-n-chloroacetylamino pyrazole-4- carboxylic acid ester derivative, its preparation, and herbicide for paddy rice field |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7691980A JPS572276A (en) | 1980-06-07 | 1980-06-07 | 1-methyl-5- n-alkyl-n-chloroacetylamino pyrazole-4- carboxylic acid ester derivative, its preparation, and herbicide for paddy rice field |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS572276A true JPS572276A (en) | 1982-01-07 |
Family
ID=13619098
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7691980A Pending JPS572276A (en) | 1980-06-07 | 1980-06-07 | 1-methyl-5- n-alkyl-n-chloroacetylamino pyrazole-4- carboxylic acid ester derivative, its preparation, and herbicide for paddy rice field |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS572276A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58148868A (en) * | 1982-02-09 | 1983-09-05 | サンド・アクチエンゲゼルシヤフト | Chloroacetamide derivative |
| US4666502A (en) * | 1982-02-09 | 1987-05-19 | Sandoz Ltd. | Herbicidal N-thienyl-chloroacetamides |
| JPH06173883A (en) * | 1992-10-06 | 1994-06-21 | Toyo Denki Kogyosho:Kk | underwater pump |
| WO2002008196A1 (en) * | 2000-07-25 | 2002-01-31 | Sankyo Company, Limited | 5-(m-CYANOBENZYLAMINO)PYRAZOLE DERIVATIVES |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5470270A (en) * | 1977-10-22 | 1979-06-05 | Basf Ag | Substituted 33aminopyrazole*its salts and metal complexes and herbicide containing them |
-
1980
- 1980-06-07 JP JP7691980A patent/JPS572276A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5470270A (en) * | 1977-10-22 | 1979-06-05 | Basf Ag | Substituted 33aminopyrazole*its salts and metal complexes and herbicide containing them |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58148868A (en) * | 1982-02-09 | 1983-09-05 | サンド・アクチエンゲゼルシヤフト | Chloroacetamide derivative |
| FR2523967A1 (en) * | 1982-02-09 | 1983-09-30 | Sandoz Sa | 5-Membered hetero:aromatic chloro:acetamide derivs. - selective herbicides effective against both mono-cotyledons and dicotyledons |
| US4666502A (en) * | 1982-02-09 | 1987-05-19 | Sandoz Ltd. | Herbicidal N-thienyl-chloroacetamides |
| JPH06173883A (en) * | 1992-10-06 | 1994-06-21 | Toyo Denki Kogyosho:Kk | underwater pump |
| WO2002008196A1 (en) * | 2000-07-25 | 2002-01-31 | Sankyo Company, Limited | 5-(m-CYANOBENZYLAMINO)PYRAZOLE DERIVATIVES |
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