JPS6139943B2 - - Google Patents
Info
- Publication number
- JPS6139943B2 JPS6139943B2 JP2421078A JP2421078A JPS6139943B2 JP S6139943 B2 JPS6139943 B2 JP S6139943B2 JP 2421078 A JP2421078 A JP 2421078A JP 2421078 A JP2421078 A JP 2421078A JP S6139943 B2 JPS6139943 B2 JP S6139943B2
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- group
- hydrogen atom
- chloropyrimidine
- atom
- 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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 150000005718 5-chloropyrimidines Chemical class 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- -1 2-(2-methylphenoxy)-5-chloropyrimidine Chemical compound 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 4
- CEBDRQUBQYQBEV-UHFFFAOYSA-N 2-phenoxypyrimidine Chemical class N=1C=CC=NC=1OC1=CC=CC=C1 CEBDRQUBQYQBEV-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N methyl acetate Chemical compound COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- XSNINFUWANOXMA-UHFFFAOYSA-N 5-bromo-2-(2-chlorophenoxy)pyrimidine Chemical compound ClC1=CC=CC=C1OC1=NC=C(Br)C=N1 XSNINFUWANOXMA-UHFFFAOYSA-N 0.000 description 1
- IVBRWIXOEUXCIR-UHFFFAOYSA-N 5-bromo-2-(2-methylphenoxy)pyrimidine Chemical compound CC1=CC=CC=C1OC1=NC=C(Br)C=N1 IVBRWIXOEUXCIR-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- SLUNEGLMXGHOLY-UHFFFAOYSA-N benzene;hexane Chemical compound CCCCCC.C1=CC=CC=C1 SLUNEGLMXGHOLY-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2421078A JPS54117486A (en) | 1978-03-03 | 1978-03-03 | 2-phenoxypyrimidine derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2421078A JPS54117486A (en) | 1978-03-03 | 1978-03-03 | 2-phenoxypyrimidine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54117486A JPS54117486A (en) | 1979-09-12 |
| JPS6139943B2 true JPS6139943B2 (en, 2012) | 1986-09-06 |
Family
ID=12131930
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2421078A Granted JPS54117486A (en) | 1978-03-03 | 1978-03-03 | 2-phenoxypyrimidine derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54117486A (en, 2012) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ188244A (en) * | 1977-09-13 | 1981-04-24 | Ici Australia Ltd | 2-substituted pyrimidines compositions growth regulating processes |
| EP0223406B1 (en) * | 1985-10-15 | 1990-08-29 | Kumiai Chemical Industry Co., Ltd. | Pyrimidine derivatives and herbicidal uses thereof |
| JPH082883B2 (ja) * | 1986-06-06 | 1996-01-17 | クミアイ化学工業株式会社 | ２−フエノキシピリミジン誘導体および除草剤 |
| EP0249707B1 (en) * | 1986-06-14 | 1992-03-11 | Kumiai Chemical Industry Co., Ltd. | Picolinic acid derivatives and herbicidal compositions |
| DE3851773T2 (de) * | 1987-04-14 | 1995-04-20 | Ihara Chemical Ind Co | 2-Phenoxypyrimidin-Derivate und herbizide Zusammensetzungen. |
| EP0287072B1 (en) * | 1987-04-14 | 1995-07-05 | Kumiai Chemical Industry Co., Ltd. | 2-Phenoxypyrimidine derivatives and herbicidal composition |
| JPH02262565A (ja) * | 1988-12-19 | 1990-10-25 | Mitsui Toatsu Chem Inc | ピリミジン誘導体、その製造法およびこれらを含有する除草剤ならびに除草剤組成物 |
| US5125957A (en) * | 1989-11-01 | 1992-06-30 | Sumitomo Chemical Company, Limited | Pyrimidine derivatives |
| JPH04235171A (ja) * | 1990-07-26 | 1992-08-24 | Sumitomo Chem Co Ltd | スルホヒドロキサム酸誘導体、その製造法およびそれを有効成分とする除草剤 |
| US5298632A (en) * | 1990-05-15 | 1994-03-29 | Sumitomo Chemical Company, Limited | Herbicidal pyrimidine compounds, compositions containing the same and method of use |
| US5232897A (en) * | 1990-05-15 | 1993-08-03 | Sumitomo Chemical Company, Limited | Herbicidal pyrimidine compounds, compositions containing the same and method of use |
| AU638840B2 (en) * | 1990-07-05 | 1993-07-08 | Sumitomo Chemical Company, Limited | Pyrimidine derivative |
| JPH04327578A (ja) * | 1991-04-30 | 1992-11-17 | Mitsubishi Petrochem Co Ltd | フェノキシメチルピリミジン誘導体およびそれを有効成分とする除草剤 |
| JP4844779B2 (ja) * | 2000-03-28 | 2011-12-28 | 株式会社林原生物化学研究所 | フェノール誘導体とその製造方法ならびに用途 |
| TR201904712T4 (tr) * | 2014-01-16 | 2019-04-22 | Fmc Corp | Herbisitler olarak pirimidiniloksi benzen türevleri. |
| MX395250B (es) | 2015-03-18 | 2025-03-25 | Fmc Corp Star | Derivados de pirimidiniloxipiridina sustituidos como herbicidas. |
| TWI713530B (zh) * | 2015-06-05 | 2020-12-21 | 美商艾佛艾姆希公司 | 作為除草劑之嘧啶氧基苯衍生物 |
| MX387367B (es) | 2015-07-13 | 2025-03-18 | Fmc Corp | Éteres ariloxipirimidinílicos como herbicidas. |
-
1978
- 1978-03-03 JP JP2421078A patent/JPS54117486A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54117486A (en) | 1979-09-12 |
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