SI9010535B - Herbicidni estri //(1,3,5-triazin-2-il)aminokarbonil/aminosulfonil/-benzojske kisline, postopek za njihovo pridobivanje in njihova uporaba - Google Patents
Herbicidni estri //(1,3,5-triazin-2-il)aminokarbonil/aminosulfonil/-benzojske kisline, postopek za njihovo pridobivanje in njihova uporaba Download PDFInfo
- Publication number
- SI9010535B SI9010535B SI9010535A SI9010535A SI9010535B SI 9010535 B SI9010535 B SI 9010535B SI 9010535 A SI9010535 A SI 9010535A SI 9010535 A SI9010535 A SI 9010535A SI 9010535 B SI9010535 B SI 9010535B
- Authority
- SI
- Slovenia
- Prior art keywords
- formula
- triazin
- aminocarbonyl
- preparation
- organic solvent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 7
- 125000004317 1,3,5-triazin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=N1 0.000 title claims 6
- 150000002148 esters Chemical class 0.000 title claims 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 title claims 3
- 239000005711 Benzoic acid Substances 0.000 title claims 2
- 230000002363 herbicidal effect Effects 0.000 title claims 2
- 239000003960 organic solvent Substances 0.000 claims 5
- 239000002253 acid Substances 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 3
- KCZIUKYAJJEIQG-UHFFFAOYSA-N 1,3,5-triazin-2-amine Chemical compound NC1=NC=NC=N1 KCZIUKYAJJEIQG-UHFFFAOYSA-N 0.000 claims 2
- -1 benzoic acid ester Chemical class 0.000 claims 2
- 230000007812 deficiency Effects 0.000 claims 2
- 229940124530 sulfonamide Drugs 0.000 claims 2
- 150000003456 sulfonamides Chemical class 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 239000004009 herbicide Substances 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical compound NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- BUXTXUBQAKIQKS-UHFFFAOYSA-N sulfuryl diisocyanate Chemical compound O=C=NS(=O)(=O)N=C=O BUXTXUBQAKIQKS-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Claims (8)
- 26 PATENTNI ZAHTEVKI 1. Postopek za pridobivanje estrov [[(l,3,5-triazin-2-il)-aminokarbonil] -aminosulfoniljbenzojske kisline s splošno formulo I RJ C02«1 9 ,CFi I V—( 1 II H-< SO j-NH-C-NH— ORl v kateri R1 in R1 označujeta metilno ali etilno skupino in R2 označuje vodik, fluor ali klor, kot tudi njihovih soli, ki jih lahko uporabimo v poljedelstvu, označen s tem, da sulfonilizocianat II R3 C02R1 )*^-so2nco II presnovimo na znan način, v inertnem organskem topilu, s prebitkom ali primanjkljajem od 0 do 20 mol. % derivata 2-amino-l,3,5-triazina III CF 3 N-< III H 2*-? 'ti ORl 1 Postopek za pridobivanje estrov [[(l,3,5-triazin-2-il)-aminokarbonil]- 2 aminosulfoniljbenzojske kisline s formulo I po zahtevku 1, označen s tem, da karbamat s formulo IV IV 27presnovimo na znan način, v inertnem organskem topilu pri temperaturi med 0 in 120 °C, s prebitkom ali primanjkljajem od 0 do 20 mol.
- % 2-amino-l,3,5-triazina s formulo III.
- 3. Postopek za pridobivanje estrov [[(l,3,5-triazin-2-il)-aminokarbonil]-aminosulfoniljbenzojske kisline s formulo I po zahtevku 1, označen s tem, da ustrezen sulfonamid s formulo V R3 C02R2V presnovimo na znan način, v inertnem organskem topilu, s prebitkom ali primanjkljajem od 0 do 20 mol. % fenilkarbamata s formulo VIVI
- 4. Postopek za pridobivanje soli spojin s formulo I po zahtevku 1, označen s tem, da spojino s formulo I po zahtevku 1 deprotoniramo z bazo na znan način, v vodi ali v nekem inertnem organskem topilu.
- 5. Postopek za pridobivanje estrov [[(l,3,5-triazin-2-il)aminokarbonil]-aminosulfoniljbenzojske kisline s formulo I po zahtevku 1, označen s tem, da ustrezen sulfonamid s formulo V V 28 R3C02R2 SO 2NH 2 presnovimo na znan način, v nekem inertnem organskem topilu, z izocianatom s for- mulo VII N—( OCN—(f 'ti VII ORI
- 6. Herbicidno sredstvo, označeno s tem, da vsebuje ester [[(l,3,5-triazin-2-il)aminokarbonil]aminosulfonil]benzojske kisline s formulo I po zahtevku 1 ali njegovo sol, kot tudi za to običajne nosilce.
- 7. Postopek za zatiranje neželenih rastlin, označen s tem, da delujemo s herbicidno aktivno količino estra [[(l,3,5-triazin-2-il)aminokarbonil]aminosulfonil]benzojske kisline s formulo I po zahtevku 1 ali z neko njegovo soljo na te rastline in/ali na njihov življenski prostor.
- 8. Uporaba spojin s formulo I po zahtevku 1 kot herbicidnih sredstev. Za BASF AKTIENGESELLSCHAFT:
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3909146A DE3909146A1 (de) | 1989-03-21 | 1989-03-21 | Herbizide ((1,3,5-triazin-2-yl) aminosulfonyl)benzoesaeureester, verfahren zu ihrer herstellung und ihre verwendung |
| YU53590A YU48166B (sh) | 1989-03-21 | 1990-03-19 | Herbicidni estri ||(1,3,5-triazin-2-il)aminokarbonil/aminosulfonil/benzoeve kiseline, postupak za njihovo dobivanje i njihova primena |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI9010535A SI9010535A (en) | 1997-10-31 |
| SI9010535B true SI9010535B (sl) | 1998-06-30 |
Family
ID=6376801
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9010535A SI9010535B (sl) | 1989-03-21 | 1990-03-19 | Herbicidni estri //(1,3,5-triazin-2-il)aminokarbonil/aminosulfonil/-benzojske kisline, postopek za njihovo pridobivanje in njihova uporaba |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US5071470A (sl) |
| EP (1) | EP0388873B1 (sl) |
| JP (1) | JP2746720B2 (sl) |
| KR (1) | KR0144851B1 (sl) |
| AT (1) | ATE105551T1 (sl) |
| AU (1) | AU617044B2 (sl) |
| BR (1) | BR9001297A (sl) |
| CA (1) | CA2011987C (sl) |
| CS (1) | CS277621B6 (sl) |
| DD (1) | DD292917A5 (sl) |
| DE (2) | DE3909146A1 (sl) |
| DK (1) | DK0388873T3 (sl) |
| EG (1) | EG18999A (sl) |
| ES (1) | ES2053001T3 (sl) |
| FI (1) | FI101882B (sl) |
| HR (1) | HRP931376B1 (sl) |
| HU (1) | HU207935B (sl) |
| IE (1) | IE64292B1 (sl) |
| IL (1) | IL93707A (sl) |
| MA (1) | MA21781A1 (sl) |
| MY (1) | MY105571A (sl) |
| NO (1) | NO176714C (sl) |
| NZ (1) | NZ232980A (sl) |
| PH (1) | PH26727A (sl) |
| PL (2) | PL161370B1 (sl) |
| PT (1) | PT93518B (sl) |
| SI (1) | SI9010535B (sl) |
| TR (1) | TR24266A (sl) |
| YU (1) | YU48166B (sl) |
| ZA (1) | ZA902122B (sl) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4029484A1 (de) * | 1990-09-18 | 1992-03-19 | Basf Ag | Herbizide (((1,3,5-triazin-2-yl)aminocarbonyl)aminosulfonyl)benzoesaeureester, verfahren zu ihrer herstellung und ihre verwendung |
| DE4038430A1 (de) * | 1990-12-01 | 1992-06-04 | Basf Ag | Herbizide n-((1,3,5-triazin-2-yl)-aminocarbonyl) benzolsulfonamide |
| US5196044A (en) † | 1991-01-08 | 1993-03-23 | Mycogen Corporation | Process and composition for controlling weeds |
| ZA92970B (en) * | 1991-02-12 | 1992-10-28 | Hoechst Ag | Arylsulfonylureas,processes for their preparation,and their use as herbicides and growth regulators |
| DE4206146A1 (de) * | 1992-02-28 | 1993-09-02 | Basf Ag | Herbizide n-((1,3,5-triazin-2-yl)aminocarbonyl)benzolsulfonamide |
| AU644291B1 (en) * | 1992-06-03 | 1993-12-02 | Basf Aktiengesellschaft | Herbicidal N-{(1,3,5-triazin-2-yl)-aminocarbonyl}- benzenesulfonamides |
| DE4238175A1 (de) * | 1992-11-12 | 1994-05-19 | Basf Ag | Herbizide Sulfonylharnstoffe, Verfahren zur Herstellung und ihre Verwendung |
| BR9609615A (pt) | 1995-07-11 | 1999-05-25 | Novartis Ag | Composição herbicida seletiva |
| DE19534910A1 (de) * | 1995-09-20 | 1997-03-27 | Basf Ag | Herbizide Mischungen mit synergistischer Wirkung |
| TWI243019B (en) * | 2000-08-31 | 2005-11-11 | Basf Ag | Process for the preparation of a solid herbicidal formulation |
| EP2052604A1 (de) | 2007-10-24 | 2009-04-29 | Bayer CropScience AG | Salz des 2-lodo-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl] benzolsulfonamids,Verfahren zu deren Herstellung, sowie deren Verwendung als Herbizide und Pflanzenwachstumregulatoren |
| EP2110019A1 (de) | 2008-04-19 | 2009-10-21 | Bayer CropScience AG | Herbizide Verbindungen auf Basis von N-Azinyl-N'-phenylsulfonylharnstoffen |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4383113A (en) * | 1978-05-30 | 1983-05-10 | E. I. Du Pont De Nemours And Company | Agricultural sulfonamides |
| DK163123C (da) * | 1978-05-30 | 1992-06-09 | Du Pont | Benzensulfonylurinstoffer til anvendelse som herbicider eller plantevaekstregulatorer, praeparat indeholdende dem samt deres anvendelse |
| ZA806970B (en) * | 1979-11-30 | 1982-06-30 | Du Pont | Agricultural sulfonamides |
| BR8200353A (pt) * | 1981-01-26 | 1982-11-23 | Du Pont | Composto quimico agricola composicao adequada para controlar o crescimento de vegetacao indesejada |
| US4661147A (en) * | 1984-06-05 | 1987-04-28 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| US4897108A (en) * | 1984-06-05 | 1990-01-30 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
-
1989
- 1989-03-21 DE DE3909146A patent/DE3909146A1/de not_active Withdrawn
-
1990
- 1990-03-12 CA CA002011987A patent/CA2011987C/en not_active Expired - Lifetime
- 1990-03-12 IL IL9370790A patent/IL93707A/en unknown
- 1990-03-16 PH PH40212A patent/PH26727A/en unknown
- 1990-03-16 US US07/494,671 patent/US5071470A/en not_active Expired - Lifetime
- 1990-03-16 CS CS901291A patent/CS277621B6/cs unknown
- 1990-03-19 YU YU53590A patent/YU48166B/sh unknown
- 1990-03-19 SI SI9010535A patent/SI9010535B/sl unknown
- 1990-03-19 JP JP2067389A patent/JP2746720B2/ja not_active Expired - Lifetime
- 1990-03-19 NZ NZ232980A patent/NZ232980A/en unknown
- 1990-03-20 PL PL1990288795A patent/PL161370B1/pl unknown
- 1990-03-20 DK DK90105198.7T patent/DK0388873T3/da active
- 1990-03-20 ES ES90105198T patent/ES2053001T3/es not_active Expired - Lifetime
- 1990-03-20 IE IE101990A patent/IE64292B1/en not_active IP Right Cessation
- 1990-03-20 AU AU51479/90A patent/AU617044B2/en not_active Ceased
- 1990-03-20 EG EG18090A patent/EG18999A/xx active
- 1990-03-20 BR BR909001297A patent/BR9001297A/pt not_active IP Right Cessation
- 1990-03-20 EP EP19900105198 patent/EP0388873B1/de not_active Expired - Lifetime
- 1990-03-20 PL PL28438390A patent/PL162694B1/pl unknown
- 1990-03-20 HU HU901617A patent/HU207935B/hu not_active IP Right Cessation
- 1990-03-20 DD DD90338912A patent/DD292917A5/de not_active IP Right Cessation
- 1990-03-20 DE DE59005661T patent/DE59005661D1/de not_active Expired - Lifetime
- 1990-03-20 ZA ZA902122A patent/ZA902122B/xx unknown
- 1990-03-20 AT AT9090105198T patent/ATE105551T1/de not_active IP Right Cessation
- 1990-03-20 PT PT93518A patent/PT93518B/pt not_active IP Right Cessation
- 1990-03-20 NO NO901278A patent/NO176714C/no not_active IP Right Cessation
- 1990-03-21 KR KR1019900003788A patent/KR0144851B1/ko not_active IP Right Cessation
- 1990-03-21 FI FI901419A patent/FI101882B/fi not_active IP Right Cessation
- 1990-03-21 MA MA22046A patent/MA21781A1/fr unknown
- 1990-03-21 MY MYPI90000447A patent/MY105571A/en unknown
- 1990-04-02 TR TR90/0248A patent/TR24266A/xx unknown
-
1993
- 1993-11-04 HR HRP-535/90A patent/HRP931376B1/xx not_active IP Right Cessation
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