HRP20220483T1 - Bifenilni spoj i njegova primjena - Google Patents
Bifenilni spoj i njegova primjena Download PDFInfo
- Publication number
- HRP20220483T1 HRP20220483T1 HRP20220483TT HRP20220483T HRP20220483T1 HR P20220483 T1 HRP20220483 T1 HR P20220483T1 HR P20220483T T HRP20220483T T HR P20220483TT HR P20220483 T HRP20220483 T HR P20220483T HR P20220483 T1 HRP20220483 T1 HR P20220483T1
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- general formula
- solvent
- minutes
- hours
- Prior art date
Links
- -1 Biphenyl compound Chemical class 0.000 title claims 3
- 235000010290 biphenyl Nutrition 0.000 title claims 2
- 239000004305 biphenyl Substances 0.000 title claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 19
- 239000002904 solvent Substances 0.000 claims 7
- 238000000034 method Methods 0.000 claims 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 4
- 238000009835 boiling Methods 0.000 claims 4
- 125000001188 haloalkyl group Chemical group 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000000232 haloalkynyl group Chemical group 0.000 claims 2
- 230000002140 halogenating effect Effects 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims 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 claims 2
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- 241000238876 Acari Species 0.000 claims 1
- 230000000895 acaricidal effect Effects 0.000 claims 1
- UHCBBWUQDAVSMS-UHFFFAOYSA-N fluoroethane Chemical compound CCF UHCBBWUQDAVSMS-UHFFFAOYSA-N 0.000 claims 1
- 125000000262 haloalkenyl group Chemical group 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 235000010288 sodium nitrite Nutrition 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/01—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton
- C07C323/09—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton having sulfur atoms of thio groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/14—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Claims (8)
1. Bifenilni spoj, naznačen time, da je predstavljen strukturama opće formule I:
[image]
u kojoj:
R1 i R2 se neovisno biraju od C1-C8 haloalkila, C2-C8 haloalkenila, C2-C8 haloalkinila ili cijanoC1-C8 haloalkila;
m i n se neovisno biraju od 0, 1 ili 2.
2. Spoj prema patentnom zahtjevu 1, naznačen time, da u općoj formuli I:
R1 i R2 se neovisno biraju od C1-C3 haloalkila, C2-C6 haloalkenila, C2-C6 haloalkinila ili cijanoC1-C3 haloalkila;
m i n se neovisno biraju od 0 ili 1.
3. Spoj prema patentnom zahtjevu 1, naznačen time, da u općoj formuli I:
R1 i R2 se neovisno biraju od trifluorometila, CH2CF3, CH2CHF2, CH2CH2F ili CH=CF2;
m i n se neovisno biraju od 0 ili 1.
4. Spoj opće formule I prema bilo kojem od patentnih zahtjeva 1 do 3, naznačen time, da se koristi za suzbijanje štetnih grinja u poljoprivredi i šumarstvu.
5. Akaricidni pripravak, naznačen time, da sadrži spoj opće formule I prema bilo kojem od patentnih zahtjeva 1 do 3 kao aktivni sastojak, i prihvatljivi nosač u poljoprivredi, pri čemu maseni postotak aktivnog sastojka u pripravku iznosi 0,1 do 99%.
6. Postupak za proizvodnju spoja prema bilo kojem od patentnih zahtjeva 1 do 3, gdje R1=R2 i m=n=0, naznačen time, da je postupak predstavljen sljedećom shemom A u kojoj R = R1=R2; i obuhvaća:
[image]
(i) reakciju spoja formule II i halogenirajućeg sredstva u otapalu na 0°C do točke vrelišta u trajanju od 30 minuta do 48 sati u prisutnosti baze, kako bi se dobio spoj formule III;
(ii) reakciju spoja formule III, natrijevog nitrita, jedne ili više kiselina i kalijevog jodida u otapalu na 0°C do 100°C u trajanju od 30 minuta do 48 sati, kako bi se dobio spoj opće formule IV; i
(iii) reakciju spoja opće formule IV i bis(pinakolato)diborona u otapalu na 0°C do točke vrelišta u trajanju od 30 minuta do 48 sati u prisutnosti baze i paladijevog katalizatora, kako bi se dobio spoj opće formule I-1;
pri čemu su R1, R2, m i n kao što su definirani prema bilo kojem od patentnih zahtjeva 1 do 3.
7. Postupak za proizvodnju spoja prema bilo kojem od patentnih zahtjeva 1 do 3, gdje n=n=0 i R1 i R2 su isti ili različiti, naznačen time, da je postupak predstavljen sljedećom shemom B, i obuhvaća:
[image]
(i) reakciju spoja formule II, natrijevog nitrida, jedne ili više kiselina i kalijevog jodida u otapalu na 0°C do 100°C u trajanju od 30 minuta do 48 sati, kako bi se dobio spoj opće formule V;
(ii) reakciju spoja opće formule V i bis(pinakolato)diborona u otapalu na -10°C do točke vrelišta u trajanju od 30 minuta do 48 sati u prisutnosti baze i paladijevog katalizatora, kako bi se dobio intermedijer VI;
(iii) reakciju intermedijera VI i halogenirajućeg sredstva u otapalu na 0°C do točke vrelišta u trajanju od 30 minuta do 48 sati u prisutnosti baze, kako bi se dobio spoj opće formule I-2; i
(iv) daljnju reakciju spoja opće formule I-2 u skladu s korakom (iii), kako bi se dobio spoj opće formule I-3;
pri čemu su R1, R2, m i n kao što su definirani prema bilo kojem od patentnih zahtjeva 1 do 3.
8. Postupak proizvodnje spoja prema bilo kojem od patentnih zahtjeva 1 do 3, dok se m i n neovisno biraju od 0, 1 ili 2 ali ne i kada m=n=0, naznačen time, da je postupak predstavljen sljedećom shemom C, i obuhvaća:
[image]
Shema C
(i) reakciju spoja opće formule I-1, I-2 ili I-3, koje su definirane prema bilo kojem od patentnih zahtjeva 7 ili 8, i oksidanta u otapalu na -10°C do 100°C u trajanju od 10 minuta do 48 sati u prisutnosti baze, kako bi se dobio spoj opće formule I-4;
pri čemu su R1, R2, m i n kao što su definirani prema bilo kojem od patentnih zahtjeva 1 do 3.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510696452.2A CN105541682B (zh) | 2014-10-24 | 2015-10-23 | 一种联苯类化合物及其应用 |
| PCT/CN2016/102837 WO2017067500A1 (zh) | 2014-10-24 | 2016-10-21 | 一种联苯类化合物及其应用 |
| EP16856931.7A EP3366672B9 (en) | 2015-10-23 | 2016-10-21 | Biphenyl compound and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20220483T1 true HRP20220483T1 (hr) | 2022-05-27 |
Family
ID=64570774
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20220483TT HRP20220483T1 (hr) | 2015-10-23 | 2016-10-21 | Bifenilni spoj i njegova primjena |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP3366672B9 (hr) |
| JP (1) | JP6666450B2 (hr) |
| DK (1) | DK3366672T3 (hr) |
| ES (1) | ES2908451T3 (hr) |
| HR (1) | HRP20220483T1 (hr) |
| HU (1) | HUE058339T2 (hr) |
| LT (1) | LT3366672T (hr) |
| PL (1) | PL3366672T3 (hr) |
| PT (1) | PT3366672T (hr) |
| RS (1) | RS62983B9 (hr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110870476B (zh) * | 2018-08-30 | 2021-10-01 | 沈阳中化农药化工研发有限公司 | 一种含联苯类化合物的液体制剂及其应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4209995B2 (ja) * | 1998-04-27 | 2009-01-14 | クミアイ化学工業株式会社 | ３−アリールフェニルスルフィド誘導体及び殺虫、殺ダニ剤 |
| WO2007034755A1 (ja) * | 2005-09-21 | 2007-03-29 | Kumiai Chemical Industry Co., Ltd. | ビフェニルスルフィド化合物及び殺虫・殺ダニ剤 |
| JP2009023910A (ja) * | 2007-07-17 | 2009-02-05 | Kumiai Chem Ind Co Ltd | ビフェニルスルフィド化合物及び殺虫・殺ダニ剤 |
| JP2013060420A (ja) * | 2011-08-23 | 2013-04-04 | Ishihara Sangyo Kaisha Ltd | 有害生物防除剤 |
| WO2015025826A1 (ja) * | 2013-08-21 | 2015-02-26 | 北興化学工業株式会社 | 置換フェニルエーテル化合物および有害生物防除剤 |
-
2016
- 2016-10-21 ES ES16856931T patent/ES2908451T3/es active Active
- 2016-10-21 RS RS20220230A patent/RS62983B9/sr unknown
- 2016-10-21 LT LTEPPCT/CN2016/102837T patent/LT3366672T/lt unknown
- 2016-10-21 HU HUE16856931A patent/HUE058339T2/hu unknown
- 2016-10-21 JP JP2018536328A patent/JP6666450B2/ja active Active
- 2016-10-21 PT PT168569317T patent/PT3366672T/pt unknown
- 2016-10-21 HR HRP20220483TT patent/HRP20220483T1/hr unknown
- 2016-10-21 EP EP16856931.7A patent/EP3366672B9/en active Active
- 2016-10-21 DK DK16856931.7T patent/DK3366672T3/da active
- 2016-10-21 PL PL16856931T patent/PL3366672T3/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018536019A (ja) | 2018-12-06 |
| EP3366672B1 (en) | 2022-02-16 |
| RS62983B1 (sr) | 2022-03-31 |
| PL3366672T3 (pl) | 2022-05-16 |
| EP3366672B9 (en) | 2022-08-31 |
| EP3366672A1 (en) | 2018-08-29 |
| ES2908451T3 (es) | 2022-04-29 |
| HUE058339T2 (hu) | 2022-07-28 |
| ES2908451T9 (es) | 2022-09-19 |
| RS62983B9 (sr) | 2022-10-31 |
| EP3366672A4 (en) | 2019-05-15 |
| DK3366672T3 (da) | 2022-03-07 |
| LT3366672T (lt) | 2022-06-27 |
| PT3366672T (pt) | 2022-03-16 |
| JP6666450B2 (ja) | 2020-03-13 |
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