JPS61210075A - ジヒドロトリアゾ−ル及び除草剤 - Google Patents
ジヒドロトリアゾ−ル及び除草剤Info
- Publication number
- JPS61210075A JPS61210075A JP5170085A JP5170085A JPS61210075A JP S61210075 A JPS61210075 A JP S61210075A JP 5170085 A JP5170085 A JP 5170085A JP 5170085 A JP5170085 A JP 5170085A JP S61210075 A JPS61210075 A JP S61210075A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- dihydro
- compound
- triazole
- acid amide
- 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.)
- Granted
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 11
- 239000004009 herbicide Substances 0.000 title claims abstract description 7
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 title description 2
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- UXHMGTYELGTNSJ-UHFFFAOYSA-N triazole-1-carboxamide Chemical compound NC(=O)N1C=CN=N1 UXHMGTYELGTNSJ-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 21
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract description 10
- 240000007594 Oryza sativa Species 0.000 abstract description 5
- 235000007164 Oryza sativa Nutrition 0.000 abstract description 5
- 235000009566 rice Nutrition 0.000 abstract description 5
- 241000209140 Triticum Species 0.000 abstract description 4
- 235000021307 Triticum Nutrition 0.000 abstract description 4
- 240000008042 Zea mays Species 0.000 abstract description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract description 4
- 235000005822 corn Nutrition 0.000 abstract description 4
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract description 4
- KJHCSJNSNZJABT-UHFFFAOYSA-N 2-amino-2-(phenylhydrazinylidene)acetamide Chemical compound NC(=O)C(N)=NNC1=CC=CC=C1 KJHCSJNSNZJABT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003377 acid catalyst Substances 0.000 abstract description 2
- 238000006297 dehydration reaction Methods 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 231100000674 Phytotoxicity Toxicity 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 14
- 239000002689 soil Substances 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 241001076438 Oxya japonica Species 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 240000001341 Reynoutria japonica Species 0.000 description 2
- 235000018167 Reynoutria japonica Nutrition 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000009333 weeding Methods 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- RZMGZEJEAAVXRG-UHFFFAOYSA-N 1,2-dihydrotriazole-3-carboxylic acid Chemical compound N1NN(C=C1)C(=O)O RZMGZEJEAAVXRG-UHFFFAOYSA-N 0.000 description 1
- XPQPQWHXMJIDQU-UHFFFAOYSA-N 1-phenyl-1,2,4-triazole-3-carboxamide Chemical compound N1=C(C(=O)N)N=CN1C1=CC=CC=C1 XPQPQWHXMJIDQU-UHFFFAOYSA-N 0.000 description 1
- AVPYQKSLYISFPO-UHFFFAOYSA-N 4-chlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1 AVPYQKSLYISFPO-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000234653 Cyperus Species 0.000 description 1
- 240000003173 Drymaria cordata Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 244000234609 Portulaca oleracea Species 0.000 description 1
- 235000001855 Portulaca oleracea Nutrition 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000009363 floriculture Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5170085A JPS61210075A (ja) | 1985-03-15 | 1985-03-15 | ジヒドロトリアゾ−ル及び除草剤 |
| EP86300373A EP0189300B1 (en) | 1985-01-23 | 1986-01-20 | Dihydrotriazole derivatives and their use as herbicides |
| DE8686300373T DE3677790D1 (de) | 1985-01-23 | 1986-01-20 | Dihydrotriazol-derivate und ihre verwendung als herbizide. |
| US06/820,948 US4902805A (en) | 1985-01-23 | 1986-01-21 | Derivatives of dihydrotriazole, and herbicidal compositions containing the same as an active ingredient |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5170085A JPS61210075A (ja) | 1985-03-15 | 1985-03-15 | ジヒドロトリアゾ−ル及び除草剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61210075A true JPS61210075A (ja) | 1986-09-18 |
| JPH0479338B2 JPH0479338B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-12-15 |
Family
ID=12894172
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5170085A Granted JPS61210075A (ja) | 1985-01-23 | 1985-03-15 | ジヒドロトリアゾ−ル及び除草剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61210075A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4897106A (en) * | 1987-03-18 | 1990-01-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Derivative of 4,5-dihydro-1H-1,2,4-triazole-3-carboxamide, and herbicidal composition containing the derivative |
| US4919707A (en) * | 1987-03-19 | 1990-04-24 | Kureha Kagaku Kogyo Kabushiki Kaisha | Derivative of 1,5-diphenyl-1H-1,2,4-triazole-3-carboxamide and herbicidal composition containing the same |
| US4983209A (en) * | 1987-03-27 | 1991-01-08 | Kureha Kagaku Kogyo Kabushiki Kaisha | 4,5-dihydro-1H-1,2,4-triazole-3-carboxamide derivatives and herbicidal composition containing the same |
| KR100345852B1 (ko) * | 1997-01-06 | 2002-11-29 | 주식회사 엘지씨아이 | 1-벤질-4,5-디카르보닐-1,2,3-트리아졸 유도체 및 그의 제조방법 |
| KR100345850B1 (ko) * | 1997-01-06 | 2002-11-29 | 주식회사 엘지씨아이 | 1-벤질-4,5-디카르보닐-1,2,3-트리아졸 유도체 및 그의 제조방법 |
| KR100345849B1 (ko) * | 1997-01-06 | 2002-11-30 | 주식회사 엘지씨아이 | 1-벤질-1,2,3-트리아졸카르복실산 유도체 및 그의 제조방법 |
-
1985
- 1985-03-15 JP JP5170085A patent/JPS61210075A/ja active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4897106A (en) * | 1987-03-18 | 1990-01-30 | Kureha Kagaku Kogyo Kabushiki Kaisha | Derivative of 4,5-dihydro-1H-1,2,4-triazole-3-carboxamide, and herbicidal composition containing the derivative |
| US4919707A (en) * | 1987-03-19 | 1990-04-24 | Kureha Kagaku Kogyo Kabushiki Kaisha | Derivative of 1,5-diphenyl-1H-1,2,4-triazole-3-carboxamide and herbicidal composition containing the same |
| US4983209A (en) * | 1987-03-27 | 1991-01-08 | Kureha Kagaku Kogyo Kabushiki Kaisha | 4,5-dihydro-1H-1,2,4-triazole-3-carboxamide derivatives and herbicidal composition containing the same |
| KR100345852B1 (ko) * | 1997-01-06 | 2002-11-29 | 주식회사 엘지씨아이 | 1-벤질-4,5-디카르보닐-1,2,3-트리아졸 유도체 및 그의 제조방법 |
| KR100345850B1 (ko) * | 1997-01-06 | 2002-11-29 | 주식회사 엘지씨아이 | 1-벤질-4,5-디카르보닐-1,2,3-트리아졸 유도체 및 그의 제조방법 |
| KR100345849B1 (ko) * | 1997-01-06 | 2002-11-30 | 주식회사 엘지씨아이 | 1-벤질-1,2,3-트리아졸카르복실산 유도체 및 그의 제조방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0479338B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-12-15 |
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