GB862250A - Improvements in or relating to thiolcarbamates - Google Patents
Improvements in or relating to thiolcarbamatesInfo
- Publication number
- GB862250A GB862250A GB30509/59A GB3050959A GB862250A GB 862250 A GB862250 A GB 862250A GB 30509/59 A GB30509/59 A GB 30509/59A GB 3050959 A GB3050959 A GB 3050959A GB 862250 A GB862250 A GB 862250A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radicals
- radical
- alkyl
- carbon atoms
- allyl
- 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
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01Q—ANTENNAS, i.e. RADIO AERIALS
- H01Q1/00—Details of, or arrangements associated with, antennas
- H01Q1/12—Supports; Mounting means
- H01Q1/1235—Collapsible supports; Means for erecting a rigid antenna
-
- 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises thiolcarbamates of the formula X-S-CO-NR3R4 wherein X is an R1-S-R2-, R1-O-R2-, cyanoalkyl, bromoalkyl or cycloalkyl radical, R1 is a C1-6 alkyl radical, R2 is a C1-6 alkylene radical, provided that at least one of the radicals R1 and R2 has at least two carbon atoms, and R3 and R4 individually are alkyl radicals, substituted alkyl radicals, unsaturated aliphatic radicals (e.g. allyl and chloro or alkyl substituted allyl radicals), or cycloaliphatic radicals, or together comprise a linear hydrocarbon radical (e.g. -CH(CH3)CH2CH2CH2CH2-) in which the terminal carbon atoms are bonded to the nitrogen atom so as to form a heterocyclic ring. When X is a cycloalkyl group the compounds are prepared by reacting a cycloalkyl chlorothiolformate with an amine HNR3R4. The remaining compounds are prepared by reacting together carbonyl sulphide, an amine HNR3R4 and an X-bromide or X-chloride.ALSO:A phytocidal composition comprises a thiolcarbamate of the formula X-S-CO-NR3R4, wherein X is an R1-S-R2, R1-O-R2-, cyanoalkyl, bromoalkyl or cycloalkyl radical, R1 is a C1-6 alkyl radical, R2 is a C1-6 alkylene radical, provided that at least one of the radicals R1 and R2 has at least two carbon atoms, and R3 and R4 individually are alkyl radicals, substituted alkyl radicals, unsaturated aliphatic radicals (e.g. allyl and chloro or alkyl substituted allyl radicals), or cycloaliphatic radicals, or together comprise a linear hydrocarbon radical in which the terminal carbon atoms are bonded to the nitrogen atom so as to form a heterocyclic ring, together with a solid carrier or liquid diluent and/or a surface-active agent. The composition may be in the form of a dust, spray, drench, emulsifiable concentrate or wettable powder.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US559541A US2913327A (en) | 1956-01-17 | 1956-01-17 | Certain thiolcarbamates and use as herbicides |
Publications (1)
Publication Number | Publication Date |
---|---|
GB862250A true GB862250A (en) | 1961-03-08 |
Family
ID=24233981
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1845/57A Expired GB808753A (en) | 1956-01-17 | 1957-01-17 | Improvements in or relating to thiolcarbamates |
GB23841/57A Expired GB862548A (en) | 1956-01-17 | 1957-07-26 | Improvements in or relating to phytocidal compositions of matter |
GB31728/58A Expired GB868111A (en) | 1956-01-17 | 1958-10-03 | Improvements in or relating to thiolcarbamates |
GB30509/59A Expired GB862250A (en) | 1956-01-17 | 1959-09-07 | Improvements in or relating to thiolcarbamates |
Family Applications Before (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1845/57A Expired GB808753A (en) | 1956-01-17 | 1957-01-17 | Improvements in or relating to thiolcarbamates |
GB23841/57A Expired GB862548A (en) | 1956-01-17 | 1957-07-26 | Improvements in or relating to phytocidal compositions of matter |
GB31728/58A Expired GB868111A (en) | 1956-01-17 | 1958-10-03 | Improvements in or relating to thiolcarbamates |
Country Status (8)
Country | Link |
---|---|
US (1) | US2913327A (en) |
BE (4) | BE571955A (en) |
CH (3) | CH357238A (en) |
DE (3) | DE1031571B (en) |
FR (4) | FR1171404A (en) |
GB (4) | GB808753A (en) |
MY (1) | MY6200002A (en) |
NL (3) | NL108235C (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3318676A (en) * | 1959-07-10 | 1967-05-09 | Monsanto Co | Controlling vegetation with haloalkyl thiolcarbamates |
US3839010A (en) * | 1970-05-19 | 1974-10-01 | Exxon Research Engineering Co | Thiocarbamic acid ester pesticides |
US4696947A (en) * | 1980-10-21 | 1987-09-29 | Hodogaya Chemical Co., Ltd. | Nematocide |
Families Citing this family (78)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL232065A (en) * | 1956-01-17 | |||
US3046189A (en) * | 1957-05-18 | 1962-07-24 | Merck Ag E | Nematocidal agents |
US3037853A (en) * | 1958-04-04 | 1962-06-05 | Du Pont | Herbicidal composition and method employing a mixture of ethyl n, n-dipropylthiolcarbamate and a herbicidal s-triazine |
US3298817A (en) * | 1959-04-16 | 1967-01-17 | Tilles Harry | Method of combating weeds |
US3101263A (en) * | 1959-04-20 | 1963-08-20 | Stauffer Chemical Co | Herbicidal method |
DE1142464B (en) * | 1959-05-11 | 1963-01-17 | Monsanto Chemicals | Combat unwanted vegetation, weed killing, leaf removal, soil decontamination, fungus and nematode control |
US3305576A (en) * | 1959-07-10 | 1967-02-21 | Monsanto Co | 3-chloropropyl diisopropylthiolcarbamate |
US3095299A (en) * | 1960-05-11 | 1963-06-25 | Du Pont | Herbicidal composition and method |
NL277794A (en) * | 1961-05-01 | |||
US3154402A (en) * | 1962-03-12 | 1964-10-27 | Exxon Research Engineering Co | Wax formulations of thiolcarbamate herbicides |
US3185720A (en) * | 1962-08-21 | 1965-05-25 | Stauffer Chemical Co | Asymmetric thiolcarbamates |
US3175897A (en) * | 1962-08-21 | 1965-03-30 | Stauffer Chemical Co | Asymmetric thiolcarbamates as herbicides |
US4137070A (en) * | 1971-04-16 | 1979-01-30 | Stauffer Chemical Company | Herbicide compositions |
US4208203A (en) * | 1971-09-17 | 1980-06-17 | Gulf Research & Development Co. | Method of protecting corn from herbicides |
US4021224A (en) * | 1971-12-09 | 1977-05-03 | Stauffer Chemical Company | Herbicide compositions |
US4036628A (en) * | 1972-11-13 | 1977-07-19 | Stauffer Chemical Company | Phosphorus containing herbicide antidotes |
US3976469A (en) * | 1972-11-16 | 1976-08-24 | Stauffer Chemical Company | Halogenated ketones as herbicide antidotes |
US3893838A (en) * | 1972-11-16 | 1975-07-08 | Stauffer Chemical Co | Halogenated esters as herbicide antidotes |
US3923494A (en) * | 1973-05-24 | 1975-12-02 | Stauffer Chemical Co | Gem-bis amide herbicide antidote compositions and methods of use |
DE2329043A1 (en) * | 1973-06-07 | 1975-01-02 | Basf Ag | CARBOTHIOLATES |
US4098599A (en) * | 1975-09-12 | 1978-07-04 | Stauffer Chemical Company | Antidote compositions and method of use with herbicides |
US4056549A (en) | 1976-06-07 | 1977-11-01 | Ppg Industries, Inc. | S-3-Methoxyphenyl N-alkylthiolcarbamates and S-3-methylthiophenyl N-alkylthiolcarbamates |
US4321084A (en) * | 1977-09-23 | 1982-03-23 | Stauffer Chemical Company | Certain halogenated phenols as antidotes for thiocarbamate herbicides |
US4276078A (en) * | 1978-08-04 | 1981-06-30 | Stauffer Chemical Company | Herbicide compositions |
US5011526A (en) * | 1978-09-20 | 1991-04-30 | Ici Americas Inc. | Herbicide compositions of extended soil life |
US4915725A (en) * | 1978-09-20 | 1990-04-10 | Ici Americas, Inc. | Herbicide compositions of extended soil life |
US4222938A (en) * | 1978-09-29 | 1980-09-16 | Monsanto Company | Preparation of thiolcarbamates |
US4650516A (en) * | 1979-03-23 | 1987-03-17 | Stauffer Chemical Co. | α-halo-Ω-haloalkylamides herbicidal antidotes |
US4420322A (en) * | 1979-04-02 | 1983-12-13 | Stauffer Chemical Company | Herbicidal antidotes |
US4517012A (en) * | 1979-07-09 | 1985-05-14 | Stauffer Chemical Company | Herbicide compositions |
US4268456A (en) * | 1979-09-24 | 1981-05-19 | Ppg Industries, Inc. | Process for preparing chlorothiolformates |
ES493517A0 (en) * | 1979-07-25 | 1981-05-16 | Hoechst Ag | PROCEDURE FOR THE PREPARATION OF THIO-GLYCOLIC ACID ANILIDS, FUNGICIDES |
US4273725A (en) * | 1979-07-25 | 1981-06-16 | Ppg Industries, Inc. | Process for preparing chlorothiolformates |
US4279638A (en) * | 1979-08-13 | 1981-07-21 | Stauffer Chemical Company | 3,5-Disubstituted 1,2,4-oxadiazole herbicidal antidotes |
US4320070A (en) * | 1979-09-24 | 1982-03-16 | Ppg Industries, Inc. | Process for preparing chlorothiolformates |
US4400197A (en) * | 1979-12-26 | 1983-08-23 | Ppg Industries, Inc. | N-(Optionally substituted 1,3-dioxolan- or dioxan-2-ylmethyl)-N-alkyl, alkenyl, or alkynyl-2,2-dichloroacetamides |
US4299616A (en) * | 1980-03-31 | 1981-11-10 | Stauffer Chemical Company | Herbicide compositions of extended soil life |
US4381936A (en) * | 1980-03-31 | 1983-05-03 | Stauffer Chemical Company | Herbicide compositions of extended soil life |
US4321083A (en) * | 1980-04-21 | 1982-03-23 | Stauffer Chemical Company | N-Acyl-phenyl-thiourea herbicidal antidotes |
US4338120A (en) * | 1980-04-21 | 1982-07-06 | Stauffer Chemical Company | Halo-substituted thionoacyl ketone herbicidal antidotes |
US4380468A (en) * | 1980-10-14 | 1983-04-19 | Stauffer Chemical Company | Isonitriles as herbicide extenders |
US4495365A (en) * | 1980-11-21 | 1985-01-22 | Stauffer Chemical Co. | N-Acylsulfonamide herbicidal antidotes |
US4380467A (en) * | 1981-03-12 | 1983-04-19 | Stauffer Chemical Company | Amine oxanilic acid salts as herbicide extenders |
US4432909A (en) * | 1981-03-12 | 1984-02-21 | Stauffer Chemical Company | Amine oxanilic acid salts as herbicide extenders |
US4396419A (en) * | 1981-03-16 | 1983-08-02 | Stauffer Chemical Company | Chloroacetamido alkoxy ethane herbicide antidotes |
US4540429A (en) * | 1981-03-16 | 1985-09-10 | Stauffer Chemical Company | 4-Phenyl-1,2,3-thiadiazoles as herbicide extenders |
US4546199A (en) * | 1981-04-20 | 1985-10-08 | Stauffer Chemical Company | Halogenated allylthioisopropyl N-methyl carbamates as herbicide extenders |
US4381195A (en) * | 1981-04-20 | 1983-04-26 | Stauffer Chemical Company | N-Methylcarbamoyloxy anilides as herbicide extenders |
US4386955A (en) * | 1981-04-20 | 1983-06-07 | Stauffer Chemical Company | O-(Substituted phenyl) N-methylcarbamates as herbicide extenders |
US4422869A (en) * | 1981-04-20 | 1983-12-27 | Stauffer Chemical Company | Halogenated allylthioisopropyl N-methylcarbamates as herbicide extenders |
US4381196A (en) * | 1981-04-20 | 1983-04-26 | Stauffer Chemical Company | O-(Substituted phenyl) N-methylcarbamates as herbicide extenders |
US4378239A (en) * | 1981-04-27 | 1983-03-29 | Stauffer Chemical Company | N-Methylcarbamoyloxy benzaldehyde imine herbicide extenders |
HU184467B (en) * | 1981-07-08 | 1984-08-28 | Eszakmagyar Vegyimuevek | Herbicide composition containing the mixture of two active agents |
US4433999A (en) | 1981-07-20 | 1984-02-28 | Stauffer Chemical Company | Herbicide compositions containing soil life extenders and antidotes |
US4441916A (en) * | 1981-10-19 | 1984-04-10 | Stauffer Chemical Company | Haloalkyloxime herbicidal antidotes |
US4545805A (en) * | 1982-03-24 | 1985-10-08 | Stauffer Chemical Company | Herbicide compositions of extended soil life |
US4420323A (en) * | 1982-05-10 | 1983-12-13 | Stauffer Chemical Company | Thiophosphoryl carbamate herbicide antidotes |
US4478636A (en) * | 1982-06-01 | 1984-10-23 | Stauffer Chemical Company | Herbicidal compositions of extended soil life |
US4490166A (en) * | 1982-06-01 | 1984-12-25 | Stauffer Chemical Company | Iminophenyl N-methylcarbamates as herbicide extenders |
US4652301A (en) * | 1983-05-16 | 1987-03-24 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4652298A (en) * | 1983-05-16 | 1987-03-24 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4652296A (en) * | 1983-05-16 | 1987-03-24 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4652300A (en) * | 1983-05-16 | 1987-03-24 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4648894A (en) * | 1983-05-20 | 1987-03-10 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4613358A (en) * | 1983-05-20 | 1986-09-23 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4652302A (en) * | 1983-05-20 | 1987-03-24 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4662930A (en) * | 1983-05-20 | 1987-05-05 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US4559082A (en) * | 1983-08-12 | 1985-12-17 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
US5171356A (en) * | 1984-09-19 | 1992-12-15 | Ici Americas Inc. | Herbicide compositions of extended soil life |
DK181988A (en) * | 1988-03-30 | 1989-10-01 | Dumex Ltd As | THIOCARBAMIC ACID RESIDUES FOR USE AS A THERAPEUTIC AND PREPARATION FOR THE TREATMENT OF ALCOHOL ABUSE |
US5041599A (en) * | 1990-07-30 | 1991-08-20 | Phillips Petroleum Company | Catalytic synthesis of thionocarbamates from xanthates and amines |
US5527762A (en) * | 1990-12-12 | 1996-06-18 | Zeneca Limited | Antidoting herbicidal 3-isoxazolidinone compounds |
EP2052606A1 (en) | 2007-10-24 | 2009-04-29 | Bayer CropScience AG | Herbicide combination |
DE102008037620A1 (en) * | 2008-08-14 | 2010-02-18 | Bayer Crop Science Ag | Herbicide combination with dimethoxytriazinyl-substituted difluoromethanesulfonylanilides |
CN103220911B (en) | 2010-10-15 | 2017-02-15 | 拜耳知识产权有限责任公司 | Use of ALS inhibitor herbicides for control of unwanted vegetation in ALS inhibitor herbicide tolerant beta vulgaris plants |
AU2012251597B2 (en) | 2011-05-04 | 2015-11-05 | Bayer Intellectual Property Gmbh | Use of ALS inhibitor herbicides for control of unwanted vegetation in ALS inhibitor herbicide tolerant Brassica, such as B. napus, plants |
UA115577C2 (en) | 2012-12-13 | 2017-11-27 | Байєр Кропсайєнс Акцієнгезелльшафт | Use of als inhibitor herbicides for control of unwanted vegetation in als inhibitor herbicide tolerant beta vulgaris plants |
AR127377A1 (en) | 2021-10-15 | 2024-01-17 | Kws Saat Se & Co Kgaa | BETA VULGARIS MUTANTS TOLERANT TO ALS-INHIBITING HERBICIDES |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2642451A (en) * | 1953-06-16 | Thiolurethanes and processes for | ||
US2060733A (en) * | 1934-09-04 | 1936-11-10 | Du Pont | Process of treating cellulose and derivatives thereof |
US2160880A (en) * | 1936-11-02 | 1939-06-06 | Standard Oil Co | Lubricant |
DE858352C (en) * | 1948-10-02 | 1952-12-04 | Schering Ag | Prevention of germination in root crops and the like like |
US2562011A (en) * | 1948-12-10 | 1951-07-24 | Goodrich Co B F | Herbicidal compositions and application thereof |
US2687348A (en) * | 1952-09-17 | 1954-08-24 | Monsanto Chemicals | Herbicidal compositions |
NL232065A (en) * | 1956-01-17 |
-
0
- NL NL232065D patent/NL232065A/xx unknown
- BE BE582794D patent/BE582794A/xx unknown
- BE BE559977D patent/BE559977A/xx unknown
- BE BE554214D patent/BE554214A/xx unknown
- BE BE571955D patent/BE571955A/xx unknown
- NL NL213753D patent/NL213753A/xx unknown
- NL NL108235D patent/NL108235C/xx active
-
1956
- 1956-01-17 US US559541A patent/US2913327A/en not_active Expired - Lifetime
-
1957
- 1957-01-15 FR FR1171404D patent/FR1171404A/en not_active Expired
- 1957-01-17 DE DEST1239A patent/DE1031571B/en active Pending
- 1957-01-17 GB GB1845/57A patent/GB808753A/en not_active Expired
- 1957-07-26 GB GB23841/57A patent/GB862548A/en not_active Expired
- 1957-07-31 CH CH357238D patent/CH357238A/en unknown
- 1957-08-06 DE DEST12853A patent/DE1081715B/en active Pending
- 1957-08-07 FR FR72159D patent/FR72159E/en not_active Expired
-
1958
- 1958-10-03 GB GB31728/58A patent/GB868111A/en not_active Expired
- 1958-10-10 DE DEST14328A patent/DE1082452B/en active Pending
- 1958-10-23 FR FR777391A patent/FR74319E/en not_active Expired
- 1958-11-24 CH CH6652558A patent/CH371921A/en unknown
-
1959
- 1959-09-07 GB GB30509/59A patent/GB862250A/en not_active Expired
- 1959-09-25 FR FR806064A patent/FR77056E/en not_active Expired
- 1959-11-10 CH CH8043159A patent/CH368015A/en unknown
-
1962
- 1962-12-31 MY MY19622A patent/MY6200002A/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3318676A (en) * | 1959-07-10 | 1967-05-09 | Monsanto Co | Controlling vegetation with haloalkyl thiolcarbamates |
US3839010A (en) * | 1970-05-19 | 1974-10-01 | Exxon Research Engineering Co | Thiocarbamic acid ester pesticides |
US4696947A (en) * | 1980-10-21 | 1987-09-29 | Hodogaya Chemical Co., Ltd. | Nematocide |
Also Published As
Publication number | Publication date |
---|---|
NL108235C (en) | |
CH368015A (en) | 1963-03-15 |
BE554214A (en) | |
FR1171404A (en) | 1959-01-26 |
US2913327A (en) | 1959-11-17 |
NL232065A (en) | |
GB862548A (en) | 1961-03-15 |
BE559977A (en) | |
BE571955A (en) | |
FR72159E (en) | 1960-03-30 |
BE582794A (en) | |
FR77056E (en) | 1962-01-12 |
CH371921A (en) | 1963-09-15 |
CH357238A (en) | 1961-09-30 |
DE1031571B (en) | 1958-06-04 |
FR74319E (en) | 1960-11-07 |
MY6200002A (en) | 1962-12-31 |
DE1081715B (en) | 1960-05-12 |
GB868111A (en) | 1961-05-17 |
NL213753A (en) | |
GB808753A (en) | 1959-02-11 |
DE1082452B (en) | 1960-05-25 |
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