CZ286137B6 - Způsob výroby granulátu tetrahydro-3,5-dimethyl-1,3,5-thiadiazin-2-thionu co nejvíce zbaveného prachu a jeho použití pro dezinfekci - Google Patents
Způsob výroby granulátu tetrahydro-3,5-dimethyl-1,3,5-thiadiazin-2-thionu co nejvíce zbaveného prachu a jeho použití pro dezinfekci Download PDFInfo
- Publication number
- CZ286137B6 CZ286137B6 CZ19941115A CZ111594A CZ286137B6 CZ 286137 B6 CZ286137 B6 CZ 286137B6 CZ 19941115 A CZ19941115 A CZ 19941115A CZ 111594 A CZ111594 A CZ 111594A CZ 286137 B6 CZ286137 B6 CZ 286137B6
- Authority
- CZ
- Czechia
- Prior art keywords
- formula
- thiadiazine
- thione
- tetrahydro
- dimethyl
- Prior art date
Links
- 239000008187 granular material Substances 0.000 title claims abstract description 28
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 title abstract description 5
- 239000000428 dust Substances 0.000 title abstract description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 33
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims abstract description 32
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 9
- -1 1,2-ethylene, 1,3-propylene Chemical group 0.000 claims description 8
- 239000002689 soil Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 241000233866 Fungi Species 0.000 claims description 3
- 241000244206 Nematoda Species 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 239000007900 aqueous suspension Substances 0.000 claims description 2
- OHCTUHSHPBLSJY-UHFFFAOYSA-N 3,5-diethyl-1,3,5-thiadiazinane-2-thione Chemical compound CCN1CSC(=S)N(CC)C1 OHCTUHSHPBLSJY-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- CLNJKWUFFSDNLL-UHFFFAOYSA-N methylazanium;n-methylcarbamodithioate Chemical compound NC.CNC(S)=S CLNJKWUFFSDNLL-UHFFFAOYSA-N 0.000 claims 1
- 238000004659 sterilization and disinfection Methods 0.000 claims 1
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000013078 crystal Substances 0.000 description 13
- 239000013543 active substance Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000008098 formaldehyde solution Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000005580 one pot reaction Methods 0.000 description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 238000007039 two-step reaction Methods 0.000 description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000000249 desinfective effect Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- PFTZLFKMQOYCLG-UHFFFAOYSA-N 3,5-dimethyl-1,3,5-thiadiazinane Chemical compound CN1CSCN(C)C1 PFTZLFKMQOYCLG-UHFFFAOYSA-N 0.000 description 1
- FVKMHCQZJWJWQC-UHFFFAOYSA-N CNC=C(C)N Chemical group CNC=C(C)N FVKMHCQZJWJWQC-UHFFFAOYSA-N 0.000 description 1
- 239000005644 Dazomet Substances 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical compound [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- KFIGICHILYTCJF-UHFFFAOYSA-N n'-methylethane-1,2-diamine Chemical compound CNCCN KFIGICHILYTCJF-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 150000008334 thiadiazines Chemical class 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/15—Six-membered rings
- C07D285/16—Thiadiazines; Hydrogenated thiadiazines
- C07D285/34—1,3,5-Thiadiazines; Hydrogenated 1,3,5-thiadiazines
-
- 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
- A01N43/88—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 three ring hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Processing Of Solid Wastes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4142571 | 1991-12-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CZ111594A3 CZ111594A3 (en) | 1994-11-16 |
| CZ286137B6 true CZ286137B6 (cs) | 2000-01-12 |
Family
ID=6447885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ19941115A CZ286137B6 (cs) | 1991-12-21 | 1992-12-15 | Způsob výroby granulátu tetrahydro-3,5-dimethyl-1,3,5-thiadiazin-2-thionu co nejvíce zbaveného prachu a jeho použití pro dezinfekci |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US5495017A (OSRAM) |
| EP (1) | EP0618912B1 (OSRAM) |
| JP (1) | JP3294612B2 (OSRAM) |
| KR (1) | KR100214400B1 (OSRAM) |
| CN (2) | CN1034076C (OSRAM) |
| AT (1) | ATE145401T1 (OSRAM) |
| AU (1) | AU663912B2 (OSRAM) |
| CA (1) | CA2122257C (OSRAM) |
| CZ (1) | CZ286137B6 (OSRAM) |
| DE (1) | DE59207557D1 (OSRAM) |
| DK (1) | DK0618912T3 (OSRAM) |
| ES (1) | ES2094521T3 (OSRAM) |
| GE (1) | GEP20043182B (OSRAM) |
| GR (1) | GR3021759T3 (OSRAM) |
| HU (1) | HU213906B (OSRAM) |
| IL (1) | IL104081A (OSRAM) |
| MD (1) | MD1672G2 (OSRAM) |
| MY (1) | MY108046A (OSRAM) |
| NZ (1) | NZ246337A (OSRAM) |
| PH (1) | PH31677A (OSRAM) |
| PL (1) | PL172752B1 (OSRAM) |
| RO (1) | RO113855B1 (OSRAM) |
| RU (1) | RU2119919C1 (OSRAM) |
| SK (1) | SK279914B6 (OSRAM) |
| TJ (1) | TJ280B (OSRAM) |
| TR (1) | TR27346A (OSRAM) |
| TW (1) | TW316265B (OSRAM) |
| UA (1) | UA37200C2 (OSRAM) |
| WO (1) | WO1993013085A1 (OSRAM) |
| ZA (1) | ZA929813B (OSRAM) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU748665B2 (en) | 1997-07-23 | 2002-06-06 | Kanesho Soil Treatment Sprl/Bvba | Plant protection products in the form of a granulate with controlled release of the active agent |
| CZ304039B6 (cs) | 2000-08-17 | 2013-09-04 | Basf Aktiengesellschaft | Zpusob prípravy prostredku z tetrahydro-3,5-dimethyl-1,3,5-thiadiazin-2-thionu obsahujícího cástice |
| RU2368603C2 (ru) * | 2007-08-27 | 2009-09-27 | Институт нефтехимии и катализа РАН | СПОСОБ ПОЛУЧЕНИЯ 5-(n-ЭТИЛКАРБОКСИФЕНИЛ)-, 5-(n-β-ДИЭТИЛАМИНОЭТИЛКАРБОКСИФЕНИЛ)- И 5-(n-СУЛЬФАЦЕТАМИДФЕНИЛ)-1,3,5-ДИТИАЗИНАНОВ |
| RU2447067C1 (ru) * | 2010-08-11 | 2012-04-10 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Способ получения 1,3,5-тиадиазинан-4-(ти)онов |
| CN106831649B (zh) * | 2016-12-27 | 2019-09-27 | 浙江海正化工股份有限公司 | 一种棉隆制备工艺 |
| CN107353259A (zh) * | 2017-09-05 | 2017-11-17 | 南通派斯第农药化工股份有限公司 | 一种棉隆的生产工艺 |
| CN107540635B (zh) * | 2017-09-30 | 2018-05-22 | 台州市大鹏药业有限公司 | 一种抗板结的棉隆制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2838389A (en) * | 1952-09-03 | 1958-06-10 | Union Carbide Corp | Method of combatting weeds |
| US2838839A (en) * | 1955-12-22 | 1958-06-17 | Gasdorf Gus | Mooring device |
| FR1229662A (fr) * | 1957-08-10 | 1960-09-08 | Bayer Ag | Procédé de préparation de dérivés de la tétrahydro-thiamidine-thione |
| FR1554038A (OSRAM) * | 1968-01-12 | 1969-01-17 | ||
| JPS61202885A (ja) * | 1985-03-07 | 1986-09-08 | Tomoegawa Paper Co Ltd | 感熱記録材料 |
| JP2009210073A (ja) * | 2008-03-05 | 2009-09-17 | Shiroki Corp | 係合部材 |
-
1992
- 1992-12-14 IL IL10408192A patent/IL104081A/en not_active IP Right Cessation
- 1992-12-15 ES ES93901680T patent/ES2094521T3/es not_active Expired - Lifetime
- 1992-12-15 EP EP93901680A patent/EP0618912B1/de not_active Expired - Lifetime
- 1992-12-15 HU HU9401352A patent/HU213906B/hu unknown
- 1992-12-15 JP JP51140193A patent/JP3294612B2/ja not_active Expired - Fee Related
- 1992-12-15 SK SK581-94A patent/SK279914B6/sk not_active IP Right Cessation
- 1992-12-15 AT AT93901680T patent/ATE145401T1/de active
- 1992-12-15 PL PL92304144A patent/PL172752B1/pl unknown
- 1992-12-15 US US08/244,742 patent/US5495017A/en not_active Expired - Lifetime
- 1992-12-15 GE GEAP19922428A patent/GEP20043182B/en unknown
- 1992-12-15 MD MD96-0267A patent/MD1672G2/ro not_active IP Right Cessation
- 1992-12-15 AU AU32564/93A patent/AU663912B2/en not_active Expired
- 1992-12-15 CA CA002122257A patent/CA2122257C/en not_active Expired - Lifetime
- 1992-12-15 TJ TJ96000366A patent/TJ280B/xx unknown
- 1992-12-15 NZ NZ246337A patent/NZ246337A/en unknown
- 1992-12-15 DE DE59207557T patent/DE59207557D1/de not_active Expired - Lifetime
- 1992-12-15 WO PCT/EP1992/002907 patent/WO1993013085A1/de not_active Ceased
- 1992-12-15 RO RO94-00804A patent/RO113855B1/ro unknown
- 1992-12-15 RU RU94046247A patent/RU2119919C1/ru not_active IP Right Cessation
- 1992-12-15 UA UA94075644A patent/UA37200C2/uk unknown
- 1992-12-15 DK DK93901680.4T patent/DK0618912T3/da active
- 1992-12-15 CZ CZ19941115A patent/CZ286137B6/cs not_active IP Right Cessation
- 1992-12-16 TW TW081110105A patent/TW316265B/zh not_active IP Right Cessation
- 1992-12-18 ZA ZA929813A patent/ZA929813B/xx unknown
- 1992-12-18 MY MYPI92002348A patent/MY108046A/en unknown
- 1992-12-21 CN CN92115325A patent/CN1034076C/zh not_active Expired - Lifetime
- 1992-12-21 PH PH45483A patent/PH31677A/en unknown
- 1992-12-21 TR TR01210/92A patent/TR27346A/xx unknown
-
1994
- 1994-06-20 KR KR1019940702156A patent/KR100214400B1/ko not_active Expired - Lifetime
-
1996
- 1996-05-13 CN CN96106277A patent/CN1061077C/zh not_active Expired - Lifetime
- 1996-11-21 GR GR960403136T patent/GR3021759T3/el unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4070176A (en) | Method for controlling the growth of plants | |
| KR100292176B1 (ko) | 농원예용병해조절제및병해조절방법 | |
| US2868787A (en) | Process of preparing n-brominated halogen compounds | |
| CZ286137B6 (cs) | Způsob výroby granulátu tetrahydro-3,5-dimethyl-1,3,5-thiadiazin-2-thionu co nejvíce zbaveného prachu a jeho použití pro dezinfekci | |
| US3564608A (en) | Selected n-acylsubstituted-n'-hydroxyguanidines | |
| US4245101A (en) | Method of preparation and use of N-phenyl-N'-1,2,3-thiadiazole-5-yl-thiourea | |
| US2547723A (en) | Chemicals and fungicides | |
| US3395234A (en) | Thiocarbazate methods and compositions for controlling plasnt rust | |
| US3484451A (en) | 2,3-dialkyl-n((haloalkyl)thio)bicarbamimides | |
| US2851391A (en) | Processes and products | |
| US3574226A (en) | Substituted delta**2-1,2,4-thiadiazolin-5-ones | |
| US3798327A (en) | Fungicidal compositions and their use | |
| EP0930306B1 (en) | Bisthiadiazole derivatives and salts thereof, disease controlling agents for agricultural and horticultural use, and method for the use thereof | |
| US4853483A (en) | Preparation of alkyl thiosemicarbazides | |
| JPS59184177A (ja) | 殺菌活性を有するフラン誘導体 | |
| CA1313378C (en) | Crystalline 2-(1-pentyl-3-guanidino)-4-(2-methyl-4- imidazolyl)thiazole dihydrochloride trihydrate | |
| US3632333A (en) | N-acylsubstituted-n{40 -hydroxyguanidines as herbicides | |
| US3723505A (en) | Salts of cyanocarbamates | |
| JPH0525122A (ja) | ４−アルキル−３−チオセミカルバジドの製造方法 | |
| US3729479A (en) | 2-(substituted indazolyl-n'-methyl)-2-thiopseudourea salts | |
| JPH05286969A (ja) | チエニル−アゾリル−オキシアセトアミド誘導体、その製造方法及び該誘導体を有効成分とする除草剤 | |
| HU190783B (en) | Fungicide composition containing thiazolino-triazine derivatives as active substances and process for preparing the active substance | |
| IL37619A (en) | Imidazo(1,2-b)isoquinolinediones,their preparation and their use as herbicides | |
| JPH0517472A (ja) | 新規なトリアゾール誘導体および除草剤 | |
| JPH1143488A (ja) | ベンゾオキサジン又はベンゾチアジン誘導体及び植物病害防除剤並びにその使用方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF00 | In force as of 2000-06-30 in czech republic | ||
| MK4A | Patent expired |
Effective date: 20121215 |