DE2350475A1 - Carbamoylsulfoxidverbindungen - Google Patents
CarbamoylsulfoxidverbindungenInfo
- Publication number
- DE2350475A1 DE2350475A1 DE19732350475 DE2350475A DE2350475A1 DE 2350475 A1 DE2350475 A1 DE 2350475A1 DE 19732350475 DE19732350475 DE 19732350475 DE 2350475 A DE2350475 A DE 2350475A DE 2350475 A1 DE2350475 A1 DE 2350475A1
- Authority
- DE
- Germany
- Prior art keywords
- sulfoxide
- njn
- chlorobenzyl
- sec
- butylcarbamoyl
- 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.)
- Pending
Links
- DCPZJACXSHVQOD-UHFFFAOYSA-N carbamoylsulfinylformamide Chemical class NC(=O)S(=O)C(N)=O DCPZJACXSHVQOD-UHFFFAOYSA-N 0.000 title claims description 7
- 241000196324 Embryophyta Species 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 10
- 150000003462 sulfoxides Chemical class 0.000 claims description 10
- -1 N-n-Propyl-M-cyclohexylcarbamoylbenzyl sulfoxide Chemical compound 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 239000000575 pesticide Substances 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 230000002147 killing effect Effects 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- SBFBRBSYYMCWKA-UHFFFAOYSA-N NC(S(CC1=CC=CC=C1)=O)=O Chemical compound NC(S(CC1=CC=CC=C1)=O)=O SBFBRBSYYMCWKA-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 description 17
- 239000003921 oil Substances 0.000 description 15
- 239000000460 chlorine Substances 0.000 description 13
- 244000038248 Pennisetum spicatum Species 0.000 description 9
- 235000007195 Pennisetum typhoides Nutrition 0.000 description 9
- 235000008515 Setaria glauca Nutrition 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 240000001592 Amaranthus caudatus Species 0.000 description 6
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 6
- 240000008042 Zea mays Species 0.000 description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 6
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 6
- 235000012735 amaranth Nutrition 0.000 description 6
- 239000004178 amaranth Substances 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 235000005822 corn Nutrition 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 240000006122 Chenopodium album Species 0.000 description 5
- 235000009344 Chenopodium album Nutrition 0.000 description 5
- 235000017896 Digitaria Nutrition 0.000 description 5
- 241001303487 Digitaria <clam> Species 0.000 description 5
- 241000209049 Poa pratensis Species 0.000 description 5
- 244000105017 Vicia sativa Species 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 4
- 235000011305 Capsella bursa pastoris Nutrition 0.000 description 4
- 240000008867 Capsella bursa-pastoris Species 0.000 description 4
- 244000068988 Glycine max Species 0.000 description 4
- 235000010469 Glycine max Nutrition 0.000 description 4
- 240000006694 Stellaria media Species 0.000 description 4
- 235000021536 Sugar beet Nutrition 0.000 description 4
- 241001621841 Alopecurus myosuroides Species 0.000 description 3
- 241000217446 Calystegia sepium Species 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- 240000007594 Oryza sativa Species 0.000 description 3
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- 241000209117 Panicum Species 0.000 description 3
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 3
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 0.000 description 3
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000004459 forage Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 244000045561 useful plants Species 0.000 description 3
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 244000237956 Amaranthus retroflexus Species 0.000 description 2
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 2
- 235000007320 Avena fatua Nutrition 0.000 description 2
- 241000209764 Avena fatua Species 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 244000152970 Digitaria sanguinalis Species 0.000 description 2
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 240000004284 Rumex crispus Species 0.000 description 2
- 235000021501 Rumex crispus Nutrition 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 125000003884 phenylalkyl group Chemical group 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 description 1
- 241000743985 Alopecurus Species 0.000 description 1
- 241000219318 Amaranthus Species 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000005781 Avena Nutrition 0.000 description 1
- 241000209761 Avena Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 241000548268 Citrus deliciosa Species 0.000 description 1
- 241000207892 Convolvulus Species 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 244000058871 Echinochloa crus-galli Species 0.000 description 1
- 241001443715 Fusarium oxysporum f. sp. conglutinans Species 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 241000209082 Lolium Species 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 235000011999 Panicum crusgalli Nutrition 0.000 description 1
- SGEJQUSYQTVSIU-UHFFFAOYSA-N Pebulate Chemical compound CCCCN(CC)C(=O)SCCC SGEJQUSYQTVSIU-UHFFFAOYSA-N 0.000 description 1
- 241000219295 Portulaca Species 0.000 description 1
- 241000219053 Rumex Species 0.000 description 1
- OKUGPJPKMAEJOE-UHFFFAOYSA-N S-propyl dipropylcarbamothioate Chemical compound CCCSC(=O)N(CCC)CCC OKUGPJPKMAEJOE-UHFFFAOYSA-N 0.000 description 1
- 241000994241 Sapium Species 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061457 Solanum nigrum Species 0.000 description 1
- 235000002594 Solanum nigrum Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/21—Radicals derived from sulfur analogues of carbonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT30240/72A IT972188B (it) | 1972-10-09 | 1972-10-09 | Composti carbamoil solfossidi |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2350475A1 true DE2350475A1 (de) | 1974-04-25 |
Family
ID=11229381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732350475 Pending DE2350475A1 (de) | 1972-10-09 | 1973-10-08 | Carbamoylsulfoxidverbindungen |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS4980022A (cs) |
| BE (1) | BE805839A (cs) |
| BG (2) | BG25791A3 (cs) |
| BR (1) | BR7307801D0 (cs) |
| CA (1) | CA1156669A (cs) |
| CS (1) | CS175360B2 (cs) |
| DD (2) | DD114331A5 (cs) |
| DE (1) | DE2350475A1 (cs) |
| DK (1) | DK135361B (cs) |
| EG (1) | EG11413A (cs) |
| ES (1) | ES419439A1 (cs) |
| FR (1) | FR2202083B1 (cs) |
| GB (1) | GB1446064A (cs) |
| HU (1) | HU167344B (cs) |
| IT (1) | IT972188B (cs) |
| LU (1) | LU68575A1 (cs) |
| NL (1) | NL7313791A (cs) |
| PL (1) | PL97425B1 (cs) |
| RO (1) | RO63005A (cs) |
| SU (1) | SU482944A3 (cs) |
| ZA (1) | ZA737836B (cs) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092102A1 (en) * | 2004-03-26 | 2005-10-06 | Syngenta Participations Ag | Use of prosulfocarb to control undesired vegetation in rice fields |
| US20220169610A1 (en) * | 2020-11-30 | 2022-06-02 | Sophrosyne Pharmaceuticals Limited | Compounds and methods for treating alcohol disorder |
| US12171753B2 (en) | 2021-06-10 | 2024-12-24 | Sophrosyne Pharmaceuticals Limited | Crystalline forms of ALDH2 modulators |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4341702A (en) * | 1972-08-14 | 1982-07-27 | Stauffer Chemical Company | Herbicidal active sulfoxide and sulfone compounds |
| AR219067A1 (es) * | 1976-03-29 | 1980-07-31 | Stauffer Chemical Co | Nuevos compuestos herbicidas derivados de s-metil sustituido tiocarbamato y sulfoxidos de los mismos |
| ZA849423B (en) * | 1983-12-05 | 1985-10-30 | Stauffer Chemical Co | Herbicidal compositions and method of controlling weeds |
-
1972
- 1972-10-09 IT IT30240/72A patent/IT972188B/it active
-
1973
- 1973-10-04 RO RO7300076247A patent/RO63005A/ro unknown
- 1973-10-08 CS CS6906A patent/CS175360B2/cs unknown
- 1973-10-08 BR BR7801/73A patent/BR7307801D0/pt unknown
- 1973-10-08 NL NL7313791A patent/NL7313791A/xx not_active Application Discontinuation
- 1973-10-08 HU HUMO887A patent/HU167344B/hu unknown
- 1973-10-08 JP JP48112439A patent/JPS4980022A/ja active Pending
- 1973-10-08 ES ES419439A patent/ES419439A1/es not_active Expired
- 1973-10-08 LU LU68575A patent/LU68575A1/xx unknown
- 1973-10-08 ZA ZA737836*A patent/ZA737836B/xx unknown
- 1973-10-08 DD DD182042*A patent/DD114331A5/xx unknown
- 1973-10-08 DD DD173914A patent/DD110860A5/xx unknown
- 1973-10-08 FR FR7335828A patent/FR2202083B1/fr not_active Expired
- 1973-10-08 EG EG387/73A patent/EG11413A/xx active
- 1973-10-08 DE DE19732350475 patent/DE2350475A1/de active Pending
- 1973-10-08 SU SU1960590A patent/SU482944A3/ru active
- 1973-10-08 PL PL1973165721A patent/PL97425B1/pl unknown
- 1973-10-08 DK DK545173AA patent/DK135361B/da unknown
- 1973-10-09 BE BE136486A patent/BE805839A/xx unknown
- 1973-10-09 BG BG024690A patent/BG25791A3/xx unknown
- 1973-10-09 GB GB4714573A patent/GB1446064A/en not_active Expired
- 1973-10-09 CA CA000182865A patent/CA1156669A/en not_active Expired
- 1973-10-09 BG BG032577A patent/BG26506A4/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092102A1 (en) * | 2004-03-26 | 2005-10-06 | Syngenta Participations Ag | Use of prosulfocarb to control undesired vegetation in rice fields |
| US20220169610A1 (en) * | 2020-11-30 | 2022-06-02 | Sophrosyne Pharmaceuticals Limited | Compounds and methods for treating alcohol disorder |
| US12171753B2 (en) | 2021-06-10 | 2024-12-24 | Sophrosyne Pharmaceuticals Limited | Crystalline forms of ALDH2 modulators |
Also Published As
| Publication number | Publication date |
|---|---|
| ES419439A1 (es) | 1976-04-01 |
| NL7313791A (cs) | 1974-04-11 |
| BG25791A3 (en) | 1978-12-12 |
| BG26506A4 (bg) | 1979-04-12 |
| JPS4980022A (cs) | 1974-08-02 |
| HU167344B (cs) | 1975-09-27 |
| DK135361C (cs) | 1977-10-10 |
| DD110860A5 (cs) | 1975-01-12 |
| LU68575A1 (cs) | 1974-05-09 |
| GB1446064A (en) | 1976-08-11 |
| DD114331A5 (cs) | 1975-08-05 |
| EG11413A (en) | 1978-03-29 |
| BE805839A (fr) | 1974-04-09 |
| PL97425B1 (pl) | 1978-02-28 |
| SU482944A3 (ru) | 1975-08-30 |
| IT972188B (it) | 1974-05-20 |
| CA1156669A (en) | 1983-11-08 |
| RO63005A (fr) | 1978-05-15 |
| BR7307801D0 (pt) | 1974-08-15 |
| CS175360B2 (cs) | 1977-05-31 |
| DK135361B (da) | 1977-04-18 |
| FR2202083A1 (cs) | 1974-05-03 |
| ZA737836B (en) | 1974-08-28 |
| FR2202083B1 (cs) | 1979-04-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |