CS270566B2 - Fungicide and method of its active substance production - Google Patents
Fungicide and method of its active substance production Download PDFInfo
- Publication number
- CS270566B2 CS270566B2 CS873352A CS335287A CS270566B2 CS 270566 B2 CS270566 B2 CS 270566B2 CS 873352 A CS873352 A CS 873352A CS 335287 A CS335287 A CS 335287A CS 270566 B2 CS270566 B2 CS 270566B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- group
- formula
- phenyl
- atom
- hydrogen atom
- Prior art date
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- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims abstract description 14
- 239000013543 active substance Substances 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title description 5
- 239000000417 fungicide Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 44
- 239000000203 mixture Substances 0.000 claims abstract description 33
- MJNPHLBKHKJDEF-UHFFFAOYSA-N 2h-1$l^{4},2-benzothiazine 1-oxide Chemical class C1=CC=C2S(=O)NC=CC2=C1 MJNPHLBKHKJDEF-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 11
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
- -1 and Hýlov Chemical group 0.000 claims description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000004480 active ingredient Substances 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000004434 sulfur atom Chemical group 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004970 halomethyl group Chemical group 0.000 claims description 4
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims description 4
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- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
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- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
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- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 244000053095 fungal pathogen Species 0.000 description 1
- 125000005639 glycero group Chemical group 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 235000012243 magnesium silicates Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 208000013435 necrotic lesion Diseases 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
- 229940116357 potassium thiocyanate Drugs 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 1
- NBOMNTLFRHMDEZ-UHFFFAOYSA-M thiosalicylate(1-) Chemical compound [O-]C(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-M 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/86—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
- C07D279/08—1,3-Thiazines; Hydrogenated 1,3-thiazines condensed with carbocyclic rings or ring systems
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)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB868611618A GB8611618D0 (en) | 1986-05-13 | 1986-05-13 | Fungicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS335287A2 CS335287A2 (en) | 1989-11-14 |
| CS270566B2 true CS270566B2 (en) | 1990-07-12 |
Family
ID=10597776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS873352A CS270566B2 (en) | 1986-05-13 | 1987-05-11 | Fungicide and method of its active substance production |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4833137A (de) |
| EP (1) | EP0245902A3 (de) |
| JP (1) | JPS62267277A (de) |
| KR (1) | KR940011460B1 (de) |
| CN (1) | CN1019667B (de) |
| AR (1) | AR244503A1 (de) |
| AU (1) | AU612573B2 (de) |
| BR (1) | BR8702379A (de) |
| CA (1) | CA1315782C (de) |
| CS (1) | CS270566B2 (de) |
| DK (1) | DK237887A (de) |
| EG (1) | EG18164A (de) |
| GB (1) | GB8611618D0 (de) |
| HU (1) | HU200894B (de) |
| IL (1) | IL82477A0 (de) |
| PH (1) | PH23453A (de) |
| PL (1) | PL150125B1 (de) |
| PT (1) | PT84854B (de) |
| SU (1) | SU1528318A3 (de) |
| TR (1) | TR24935A (de) |
| ZA (1) | ZA873340B (de) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5126449A (en) * | 1989-06-26 | 1992-06-30 | Hoechst-Roussel Pharmaceuticals Inc. | (1,2,3,4-Tetrahydro-9-acridinimino)cyclohexane carboxylic acid and related compounds |
| NZ258570A (en) * | 1992-12-02 | 1996-06-25 | Shell Int Research | Azoxycyanobenzene derivatives and plant fungicidal compositions |
| DE69406620T2 (de) * | 1993-08-18 | 1998-03-05 | Shell Int Research | Azoxycyanobenzol-Derivate und ihre Verwendung als Fungizide |
| EP0645384A1 (de) * | 1993-08-18 | 1995-03-29 | Shell Internationale Researchmaatschappij B.V. | Azoxycyanobenzodioxan-Derivate und ihre Verwendung als Fungizide |
| EP0644184B1 (de) * | 1993-08-18 | 1997-11-05 | Shell Internationale Researchmaatschappij B.V. | Azoxycyanobenzol-Derivate und ihre Verwendung als Fungizide |
| AU3704400A (en) * | 1999-03-04 | 2000-09-21 | E.I. Du Pont De Nemours And Company | Fused bicyclic oxazinone and thiazinone fungicides |
| HUP0400439A3 (en) * | 2001-05-21 | 2008-02-28 | Basf Ag | Oxazin(thi)one compounds used as fungicides |
| EP2208728A4 (de) * | 2007-09-19 | 2011-12-21 | Inst Med Molecular Design Inc | Heterocyclisches derivat mit hemmender wirkung auf 11-?-hydroxysteroiddehydrogenase vom typ i |
| CN102367239B (zh) * | 2011-07-20 | 2015-10-28 | 沈阳药科大学 | 2-芳基-2,3-二氢-4h-1,3-苯并噻嗪-4-酮衍生物及其用途 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1302657B (de) * | 1970-11-26 | |||
| BE572200A (de) * | 1957-10-24 | |||
| DE1445742A1 (de) * | 1963-11-06 | 1968-12-19 | Bayer Ag | Verfahren zur Herstellung von 2-Stellung substituierten Benzoxazinonen |
| DE1545807A1 (de) * | 1965-04-24 | 1969-11-27 | Bayer Ag | Verfahren zur Herstellung von 2-Halogen-1,3-benzothiazinonen-4- |
| US3470168A (en) * | 1967-03-31 | 1969-09-30 | American Home Prod | 2-substituted-4h-1,3-benzothiazin-4-one derivatives |
| US3853876A (en) * | 1972-03-06 | 1974-12-10 | American Home Prod | Ortho-mercaptoaroylamides and salts thereof abstract of the disclosure |
| US3928590A (en) * | 1972-03-06 | 1975-12-23 | American Home Prod | Ortho-mercaptoaroylamides and salts thereof as hypoglycemic agents |
| US3829488A (en) * | 1972-03-06 | 1974-08-13 | American Home Prod | Bis-(o-n-substituted-carbamylphenyl)disulfide and mercapto reduction product |
| US3881019A (en) * | 1972-03-06 | 1975-04-29 | American Home Prod | O-Mercapto-benzamides as hypoglycemia agents |
| JPS591267B2 (ja) * | 1976-03-11 | 1984-01-11 | 関東医師製薬株式会社 | チアジン誘導体およびその製造法 |
| US4436739A (en) * | 1978-10-16 | 1984-03-13 | Eli Lilly And Company | Substituted 1-thia-3-aza-4-ones |
-
1986
- 1986-05-13 GB GB868611618A patent/GB8611618D0/en active Pending
-
1987
- 1987-04-29 EP EP87200819A patent/EP0245902A3/de not_active Withdrawn
- 1987-05-08 PH PH35236A patent/PH23453A/en unknown
- 1987-05-11 BR BR8702379A patent/BR8702379A/pt active Search and Examination
- 1987-05-11 PT PT84854A patent/PT84854B/pt not_active IP Right Cessation
- 1987-05-11 DK DK237887A patent/DK237887A/da not_active Application Discontinuation
- 1987-05-11 EG EG272/87A patent/EG18164A/xx active
- 1987-05-11 AR AR87307520A patent/AR244503A1/es active
- 1987-05-11 HU HU872109A patent/HU200894B/hu not_active IP Right Cessation
- 1987-05-11 CA CA000536854A patent/CA1315782C/en not_active Expired - Fee Related
- 1987-05-11 KR KR1019870004594A patent/KR940011460B1/ko not_active Expired - Fee Related
- 1987-05-11 CN CN87104156A patent/CN1019667B/zh not_active Expired
- 1987-05-11 CS CS873352A patent/CS270566B2/cs unknown
- 1987-05-11 IL IL82477A patent/IL82477A0/xx not_active IP Right Cessation
- 1987-05-11 SU SU874202583A patent/SU1528318A3/ru active
- 1987-05-11 AU AU72700/87A patent/AU612573B2/en not_active Ceased
- 1987-05-11 JP JP62112652A patent/JPS62267277A/ja active Pending
- 1987-05-11 ZA ZA873340A patent/ZA873340B/xx unknown
- 1987-05-11 PL PL1987265624A patent/PL150125B1/pl unknown
- 1987-05-13 TR TR87/0336A patent/TR24935A/xx unknown
- 1987-05-13 US US07/049,245 patent/US4833137A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| PL150125B1 (en) | 1990-04-30 |
| KR940011460B1 (ko) | 1994-12-15 |
| PT84854A (en) | 1987-06-01 |
| EP0245902A2 (de) | 1987-11-19 |
| AU7270087A (en) | 1987-11-19 |
| GB8611618D0 (en) | 1986-06-18 |
| AR244503A1 (es) | 1993-11-30 |
| CN87104156A (zh) | 1987-12-16 |
| US4833137A (en) | 1989-05-23 |
| JPS62267277A (ja) | 1987-11-19 |
| DK237887D0 (da) | 1987-05-11 |
| DK237887A (da) | 1987-11-14 |
| PH23453A (en) | 1989-08-07 |
| IL82477A0 (en) | 1987-11-30 |
| ZA873340B (en) | 1987-11-02 |
| CN1019667B (zh) | 1992-12-30 |
| HUT44694A (en) | 1988-04-28 |
| CA1315782C (en) | 1993-04-06 |
| TR24935A (tr) | 1992-07-27 |
| CS335287A2 (en) | 1989-11-14 |
| SU1528318A3 (ru) | 1989-12-07 |
| HU200894B (en) | 1990-09-28 |
| EG18164A (en) | 1992-08-30 |
| EP0245902A3 (de) | 1989-02-15 |
| PL265624A1 (en) | 1988-08-18 |
| AU612573B2 (en) | 1991-07-18 |
| KR870011116A (ko) | 1987-12-21 |
| PT84854B (pt) | 1990-02-08 |
| BR8702379A (pt) | 1988-02-17 |
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