CA1058175A - N',n'-disubstituted 2,1,3-benzothiadiazin-(4)-one-2,2-dioxides - Google Patents
N',n'-disubstituted 2,1,3-benzothiadiazin-(4)-one-2,2-dioxidesInfo
- Publication number
- CA1058175A CA1058175A CA240,789A CA240789A CA1058175A CA 1058175 A CA1058175 A CA 1058175A CA 240789 A CA240789 A CA 240789A CA 1058175 A CA1058175 A CA 1058175A
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- dioxide
- isopropyl
- benzothiadiazin
- spp
- 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
- -1 methoxycarbonylamino, dimethylureido Chemical group 0.000 claims description 46
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical group O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 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 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 37
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- 229920000847 nonoxynol Polymers 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000004533 oil dispersion Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007530 organic bases Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QNMLMAVEXUCXRG-UHFFFAOYSA-N oxadiazinane-4,5-dione Chemical group O=C1CONNC1=O QNMLMAVEXUCXRG-UHFFFAOYSA-N 0.000 description 1
- SDRLFDJOSQLRPB-UHFFFAOYSA-N oxadiazine-4,5-dione Chemical group O=C1CON=NC1=O SDRLFDJOSQLRPB-UHFFFAOYSA-N 0.000 description 1
- 150000004866 oxadiazoles Chemical group 0.000 description 1
- YDCVQGAUCOROHB-UHFFFAOYSA-N oxadiazolidine-4,5-dione Chemical group O=C1NNOC1=O YDCVQGAUCOROHB-UHFFFAOYSA-N 0.000 description 1
- 125000003431 oxalo group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000000552 p-cresyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1O*)C([H])([H])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- REJGOFYVRVIODZ-UHFFFAOYSA-N phosphanium;chloride Chemical group P.Cl REJGOFYVRVIODZ-UHFFFAOYSA-N 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical group [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 235000014786 phosphorus Nutrition 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 150000003217 pyrazoles Chemical group 0.000 description 1
- 150000004892 pyridazines Chemical group 0.000 description 1
- 150000005299 pyridinones Chemical group 0.000 description 1
- 150000003230 pyrimidines Chemical group 0.000 description 1
- 150000008318 pyrimidones Chemical group 0.000 description 1
- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical class OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 description 1
- 150000003235 pyrrolidines Chemical group 0.000 description 1
- 150000004040 pyrrolidinones Chemical group 0.000 description 1
- 150000003246 quinazolines Chemical class 0.000 description 1
- 150000003248 quinolines Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 150000003859 secondary carboxamides Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003440 styrenes Chemical group 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- OLPRIZQBWZMBAS-UHFFFAOYSA-N thiadiazolidine 1,1-dioxide Chemical group O=S1(=O)CCNN1 OLPRIZQBWZMBAS-UHFFFAOYSA-N 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- HFRXJVQOXRXOPP-UHFFFAOYSA-N thionyl bromide Chemical compound BrS(Br)=O HFRXJVQOXRXOPP-UHFFFAOYSA-N 0.000 description 1
- 150000003582 thiophosphoric acids Chemical class 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 150000003852 triazoles Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 229940086542 triethylamine Drugs 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- OOLLAFOLCSJHRE-ZHAKMVSLSA-N ulipristal acetate Chemical compound C1=CC(N(C)C)=CC=C1[C@@H]1C2=C3CCC(=O)C=C3CC[C@H]2[C@H](CC[C@]2(OC(C)=O)C(C)=O)[C@]2(C)C1 OOLLAFOLCSJHRE-ZHAKMVSLSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
- C07F9/6544—Six-membered rings
- C07F9/6547—Six-membered rings condensed with carbocyclic rings or carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742458343 DE2458343A1 (de) | 1974-12-10 | 1974-12-10 | N-n'-disubstituierte 2,1,3-benzothiadiazin(4)on-2.2-dioxide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1058175A true CA1058175A (en) | 1979-07-10 |
Family
ID=5933048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA240,789A Expired CA1058175A (en) | 1974-12-10 | 1975-12-01 | N',n'-disubstituted 2,1,3-benzothiadiazin-(4)-one-2,2-dioxides |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4113939A (en, 2012) |
| JP (1) | JPS5182733A (en, 2012) |
| AT (1) | AT344446B (en, 2012) |
| BE (1) | BE836076A (en, 2012) |
| BR (1) | BR7508142A (en, 2012) |
| CA (1) | CA1058175A (en, 2012) |
| CH (1) | CH611894A5 (en, 2012) |
| CS (1) | CS193059B2 (en, 2012) |
| DD (1) | DD122467A5 (en, 2012) |
| DE (1) | DE2458343A1 (en, 2012) |
| FR (1) | FR2294176A1 (en, 2012) |
| GB (1) | GB1521497A (en, 2012) |
| HU (1) | HU176365B (en, 2012) |
| IL (1) | IL48547A (en, 2012) |
| IT (1) | IT1052545B (en, 2012) |
| NL (1) | NL7514162A (en, 2012) |
| PH (1) | PH13681A (en, 2012) |
| PL (1) | PL96684B1 (en, 2012) |
| SU (1) | SU556715A3 (en, 2012) |
| ZA (1) | ZA757685B (en, 2012) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2553209C2 (de) * | 1975-11-27 | 1986-01-02 | Basf Ag, 6700 Ludwigshafen | 1-Methoxymethyl-3-isopropyl-2,1,3-benzothiadiazin(4)on-2,2-dioxid und diese enthaltende Herbizide |
| US4208514A (en) * | 1976-02-23 | 1980-06-17 | The Dow Chemical Company | 4(3H)-Oxobenzo-2,1,3-thiadiazine-2,2-dioxides |
| DE2656290A1 (de) * | 1976-12-11 | 1978-06-15 | Basf Ag | Benzothiadiazinverbindungen |
| EP0007439B1 (de) * | 1978-07-01 | 1982-07-28 | BASF Aktiengesellschaft | Neue Sulfamidsäurehalogenide und Verfahren zur Herstellung von Sulfamidsäurehalogeniden |
| US5082686A (en) * | 1989-06-22 | 1992-01-21 | General Electric Company | UV curable non-toxic epoxysilicone release coating compositions and method |
| WO1999010346A1 (en) * | 1997-08-22 | 1999-03-04 | Eli Lilly And Company Limited | Benzothiadiazinyl-indole derivatives and their use as serotonin receptor ligands |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3041336A (en) * | 1958-10-01 | 1962-06-26 | Norwich Pharma Co | 3-oxo-1.2.6-thiadiazine-1.1-dioxides |
| US3217001A (en) * | 1963-08-19 | 1965-11-09 | American Home Prod | Derivatives of 1h-2, 1, 3-benzothiadiazin-4(3h)-one 2-oxide and intermediates therefor |
| US3708277A (en) * | 1966-08-30 | 1973-01-02 | Basf Ag | Herbicidal method |
| DE2105687C2 (de) * | 1971-02-08 | 1981-09-24 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von 3-substituierten 2,1,3-Benzothiadiazin-4-on-2,2-dioxiden |
| US3940389A (en) * | 1973-09-17 | 1976-02-24 | The Dow Chemical Company | 4 (3H)-Oxobenzo-2,1,3-thiadiazine-2,2-dioxides |
| DE2349114C2 (de) * | 1973-09-29 | 1985-11-14 | Basf Ag, 6700 Ludwigshafen | 3-sek.-Butyl-2,1,3-benzothiadiazin-(4)-on-2,2-dioxid |
| DE2355113A1 (de) * | 1973-11-03 | 1975-05-15 | Basf Ag | N,n'-disubstituierte 2,1,3-benzothiadiazin-(4)-on-2,2-dioxide |
| DE2553209C2 (de) * | 1975-11-27 | 1986-01-02 | Basf Ag, 6700 Ludwigshafen | 1-Methoxymethyl-3-isopropyl-2,1,3-benzothiadiazin(4)on-2,2-dioxid und diese enthaltende Herbizide |
-
1974
- 1974-12-10 DE DE19742458343 patent/DE2458343A1/de not_active Withdrawn
-
1975
- 1975-11-26 IL IL48547A patent/IL48547A/xx unknown
- 1975-11-28 BE BE162276A patent/BE836076A/xx unknown
- 1975-11-28 US US05/636,162 patent/US4113939A/en not_active Expired - Lifetime
- 1975-12-01 CA CA240,789A patent/CA1058175A/en not_active Expired
- 1975-12-04 NL NL7514162A patent/NL7514162A/xx not_active Application Discontinuation
- 1975-12-08 DD DD189962A patent/DD122467A5/xx unknown
- 1975-12-08 SU SU2195658A patent/SU556715A3/ru active
- 1975-12-08 CS CS758312A patent/CS193059B2/cs unknown
- 1975-12-08 PL PL1975185357A patent/PL96684B1/pl unknown
- 1975-12-08 CH CH1593375A patent/CH611894A5/xx not_active IP Right Cessation
- 1975-12-09 HU HU75BA3348A patent/HU176365B/hu unknown
- 1975-12-09 AT AT933775A patent/AT344446B/de not_active IP Right Cessation
- 1975-12-09 ZA ZA00757685A patent/ZA757685B/xx unknown
- 1975-12-09 JP JP50145971A patent/JPS5182733A/ja active Pending
- 1975-12-09 GB GB50377/75A patent/GB1521497A/en not_active Expired
- 1975-12-09 BR BR7508142*A patent/BR7508142A/pt unknown
- 1975-12-09 PH PH17851A patent/PH13681A/en unknown
- 1975-12-09 IT IT52584/75A patent/IT1052545B/it active
- 1975-12-10 FR FR7537747A patent/FR2294176A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IL48547A (en) | 1979-10-31 |
| CS193059B2 (en) | 1979-09-17 |
| JPS5182733A (en, 2012) | 1976-07-20 |
| US4113939A (en) | 1978-09-12 |
| CH611894A5 (en, 2012) | 1979-06-29 |
| DD122467A5 (en, 2012) | 1976-10-12 |
| PH13681A (en) | 1980-08-29 |
| AU8702875A (en) | 1977-06-02 |
| BE836076A (fr) | 1976-05-28 |
| IL48547A0 (en) | 1976-01-30 |
| DE2458343A1 (de) | 1976-06-16 |
| SU556715A3 (ru) | 1977-04-30 |
| FR2294176A1 (fr) | 1976-07-09 |
| ATA933775A (de) | 1977-11-15 |
| GB1521497A (en) | 1978-08-16 |
| PL96684B1 (pl) | 1978-01-31 |
| FR2294176B1 (en, 2012) | 1979-07-20 |
| ZA757685B (en) | 1976-12-29 |
| BR7508142A (pt) | 1976-08-24 |
| AT344446B (de) | 1978-07-25 |
| HU176365B (en) | 1981-02-28 |
| NL7514162A (nl) | 1976-06-14 |
| IT1052545B (it) | 1981-07-20 |
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