SU454735A3 - Способ получени карбаматных производных кетоксимов - Google Patents
Способ получени карбаматных производных кетоксимовInfo
- Publication number
- SU454735A3 SU454735A3 SU1769624A SU1769624A SU454735A3 SU 454735 A3 SU454735 A3 SU 454735A3 SU 1769624 A SU1769624 A SU 1769624A SU 1769624 A SU1769624 A SU 1769624A SU 454735 A3 SU454735 A3 SU 454735A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- mol
- calculated
- found
- solution
- oxime
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 title description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 150000002923 oximes Chemical class 0.000 description 15
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 238000010992 reflux Methods 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000003039 volatile agent Substances 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- -1 1-heptane Chemical compound 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000000304 alkynyl group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- RMBAVIFYHOYIFM-UHFFFAOYSA-M sodium methanethiolate Chemical compound [Na+].[S-]C RMBAVIFYHOYIFM-UHFFFAOYSA-M 0.000 description 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- GDIHDSKOVXEJQQ-UHFFFAOYSA-N NC(O)=O.NC(O)=O.NC(O)=O.N Chemical compound NC(O)=O.NC(O)=O.NC(O)=O.N GDIHDSKOVXEJQQ-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- IBBLRJGOOANPTQ-JKVLGAQCSA-N quinapril hydrochloride Chemical compound Cl.C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](CC2=CC=CC=C2C1)C(O)=O)CC1=CC=CC=C1 IBBLRJGOOANPTQ-JKVLGAQCSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- FOJGPFUFFHWGFQ-UHFFFAOYSA-N 1-(Methylthio)pentane Chemical compound CCCCCSC FOJGPFUFFHWGFQ-UHFFFAOYSA-N 0.000 description 1
- NMMIVVNKGJUPEI-UHFFFAOYSA-N 1-chloro-4,4-dimethylpentan-2-ol Chemical compound CC(C)(C)CC(O)CCl NMMIVVNKGJUPEI-UHFFFAOYSA-N 0.000 description 1
- SXYAWQAMLIHIAV-UHFFFAOYSA-N 1-chloro-4,4-dimethylpentan-3-one Chemical compound CC(C)(C)C(=O)CCCl SXYAWQAMLIHIAV-UHFFFAOYSA-N 0.000 description 1
- DZHSIOPOJHOGKT-UHFFFAOYSA-N 4-bromo-2,2-dimethylpentan-3-one Chemical compound CC(Br)C(=O)C(C)(C)C DZHSIOPOJHOGKT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- IFLLGGOKCXOHPG-UHFFFAOYSA-N N-(4,4-dimethyl-1-methylsulfanylpentan-3-ylidene)hydroxylamine Chemical compound CSCCC(=NO)C(C)(C)C IFLLGGOKCXOHPG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- YWAAKSBJISUYNU-UHFFFAOYSA-N buta-1,2-dien-1-one Chemical compound CC=C=C=O YWAAKSBJISUYNU-UHFFFAOYSA-N 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 1
- 229940089960 chloroacetate Drugs 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- NFKMBUYZZHARIY-UHFFFAOYSA-N methyl N-hydroxy-3-(methylamino)-2-(1-methylcyclohexyl)-3-oxopropanimidothioate Chemical compound CNC(=O)C(C(SC)=NO)C1(C)CCCCC1 NFKMBUYZZHARIY-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 239000008096 xylene Substances 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
- C07D295/04—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/18—Radicals substituted by singly bound hetero atoms other than halogen by sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13258471A | 1971-04-08 | 1971-04-08 | |
| US229207A US3875232A (en) | 1971-04-08 | 1972-02-24 | AC Ketoxime carbamates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU454735A3 true SU454735A3 (ru) | 1974-12-25 |
Family
ID=26830521
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1769624A SU454735A3 (ru) | 1971-04-08 | 1972-04-07 | Способ получени карбаматных производных кетоксимов |
| SU1887327A SU466681A3 (ru) | 1971-04-08 | 1972-04-07 | Способ получени карбаматных производных кетоксимов |
| SU1886513A SU466653A3 (ru) | 1971-04-08 | 1972-04-07 | Способ получени карбаматных производных кетоксимов |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1887327A SU466681A3 (ru) | 1971-04-08 | 1972-04-07 | Способ получени карбаматных производных кетоксимов |
| SU1886513A SU466653A3 (ru) | 1971-04-08 | 1972-04-07 | Способ получени карбаматных производных кетоксимов |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US3875232A (cg-RX-API-DMAC10.html) |
| JP (1) | JPS5533410B1 (cg-RX-API-DMAC10.html) |
| AR (1) | AR192758A1 (cg-RX-API-DMAC10.html) |
| BE (1) | BE830594Q (cg-RX-API-DMAC10.html) |
| CA (1) | CA984399A (cg-RX-API-DMAC10.html) |
| CH (3) | CH585194A5 (cg-RX-API-DMAC10.html) |
| DE (1) | DE2216838C2 (cg-RX-API-DMAC10.html) |
| EG (1) | EG10912A (cg-RX-API-DMAC10.html) |
| ES (1) | ES401551A1 (cg-RX-API-DMAC10.html) |
| FR (1) | FR2136055A5 (cg-RX-API-DMAC10.html) |
| GB (1) | GB1392111A (cg-RX-API-DMAC10.html) |
| HU (1) | HU165184B (cg-RX-API-DMAC10.html) |
| IE (1) | IE36264B1 (cg-RX-API-DMAC10.html) |
| IL (1) | IL39157A (cg-RX-API-DMAC10.html) |
| IT (1) | IT954413B (cg-RX-API-DMAC10.html) |
| NL (1) | NL175989C (cg-RX-API-DMAC10.html) |
| PL (1) | PL89001B1 (cg-RX-API-DMAC10.html) |
| RO (3) | RO61151A (cg-RX-API-DMAC10.html) |
| SU (3) | SU454735A3 (cg-RX-API-DMAC10.html) |
| YU (3) | YU39065B (cg-RX-API-DMAC10.html) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4215075A (en) * | 1971-04-08 | 1980-07-29 | Diamond Shamrock Corporation | Ketoxime carbamates |
| US3932471A (en) * | 1972-02-24 | 1976-01-13 | Diamond Shamrock Corporation | Azide |
| DE2408522A1 (de) * | 1974-02-22 | 1975-09-04 | Boehringer Mannheim Gmbh | Aminderivate der azidophenole und verfahren zu ihrer herstellung |
| US3932508A (en) | 1974-04-26 | 1976-01-13 | Minnesota Mining And Manufacturing Company | Polyfluoromethylthio-substituted compounds |
| US4029688A (en) * | 1974-06-27 | 1977-06-14 | Union Carbide Corporation | Carbamic pesticidal compositions |
| US3988357A (en) * | 1975-01-20 | 1976-10-26 | Stauffer Chemical Company | Certain oxime carbonates |
| US4018894A (en) * | 1975-01-20 | 1977-04-19 | Stauffer Chemical Company | Oxime carbonetes as fungicidal or bactericidal agents |
| US4009179A (en) * | 1975-10-15 | 1977-02-22 | E. I. Du Pont De Nemours And Company | Di- and tri-substituted oxazolidin-2-one oximes |
| DE2621102A1 (de) | 1976-05-10 | 1977-11-24 | Schering Ag | Propan-1,2-diondioxime, schaedlingsbekaempfungsmittel enthaltend diese verbindungen sowie verfahren zu ihrer herstellung |
| US4073930A (en) * | 1976-06-01 | 1978-02-14 | Union Carbide Corporation | Carbamoyloximes and oximes and insecticidal and miticidal compositions and methods employing them |
| US4072750A (en) * | 1976-06-01 | 1978-02-07 | Union Carbide Corporation | 1,3,5-Trithiane and 1,3,5-oxadithiane carbamoyloxime compounds and insecticidal and miticidal compositions and methods employing them |
| US4454134A (en) * | 1976-06-14 | 1984-06-12 | Union Carbide Corporation | Amide carbamates and amide oxime compounds |
| DE2631522A1 (de) * | 1976-07-14 | 1978-01-19 | Bayer Ag | Oximcarbamate fluorierter ketone, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide |
| US4045491A (en) * | 1976-10-07 | 1977-08-30 | International Flavors & Fragrances Inc. | α-Oxy(oxo) sulfides and ethers |
| DE2828133A1 (de) * | 1978-06-27 | 1980-01-10 | Bayer Ag | N-sulfenylierte carbamoyloximino-1- methylthio-butane, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
| CA1126278A (en) * | 1978-11-09 | 1982-06-22 | Paul Winternitz | Carbamoyloximes |
| US4234514A (en) * | 1978-12-04 | 1980-11-18 | Diamond Shamrock Corporation | Method of preparing ketoxime carbamates |
| US4264528A (en) * | 1978-12-04 | 1981-04-28 | Diamond Shamrock Corporation | Method of preparing ketoxime carbamates |
| DE2933600A1 (de) * | 1979-08-18 | 1981-04-09 | Bayer Ag, 5090 Leverkusen | Substituierte 2-carbamoyloximinobutane, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
| DE3125920A1 (de) | 1981-07-01 | 1983-01-20 | Basf Ag, 6700 Ludwigshafen | "verfahren zur herstellung von sulfiden" |
| US4387053A (en) * | 1981-11-23 | 1983-06-07 | Diamond Shamrock Corporation | Stabilization of oxime carbamates with gallic acid, lower alkyl ester derivatives thereof |
| DE3204788A1 (de) * | 1982-02-11 | 1983-08-18 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 5-substituierten 1-chlor-3,3-dimethylpentan-2-onen |
| US4640927A (en) * | 1984-03-30 | 1987-02-03 | Uniroyal Chemical Company, Inc. | Substituted oxime carbamates |
| US4785108A (en) * | 1984-06-04 | 1988-11-15 | Uniroyal Chemical Company, Inc. | Substituted oxime carbamates |
| US5200427A (en) * | 1984-07-27 | 1993-04-06 | The Board Of Trustees Of The Univ. Of Illinois | Porphyric insecticides |
| GB2173499A (en) * | 1985-02-04 | 1986-10-15 | Ici Plc | Fungicidal dithiolopyrrolones |
| US7842727B2 (en) * | 2001-03-27 | 2010-11-30 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors |
| CA2486402C (en) * | 2002-05-22 | 2013-04-30 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors based on alpha-chalcogenmethylcarbonyl compounds |
| WO2003099272A1 (en) * | 2002-05-22 | 2003-12-04 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors based on alpha-ketoepoxide compounds |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA846786A (en) * | 1970-07-14 | R. Baker Don. | Use of certain oxime esters in controlling fungi upon cellulosic materials | |
| NL224194A (cg-RX-API-DMAC10.html) * | 1957-01-21 | |||
| NL298378A (cg-RX-API-DMAC10.html) * | 1962-09-25 | |||
| US3400153A (en) * | 1964-09-23 | 1968-09-03 | Union Carbide Corp | Nitroalkyl carbamoyloximes |
| US3454642A (en) * | 1966-12-22 | 1969-07-08 | Upjohn Co | Alkyl 2-methylpropenyl ketoxime carbamates |
| GB1214077A (en) * | 1967-11-02 | 1970-12-02 | Usv Pharma Corp | Oximes and their carbamoyl esters and the methods of preparation thereof |
| NL6912150A (cg-RX-API-DMAC10.html) * | 1968-08-19 | 1970-02-23 | ||
| US3681386A (en) * | 1969-11-06 | 1972-08-01 | Minnesota Mining & Mfg | Substituted alkanal oximes |
| CH536286A (de) * | 1970-03-23 | 1973-04-30 | Agripat Sa | Verfahren zur Herstellung von neuen Carbamoyl-oximen |
| US3647861A (en) * | 1970-08-25 | 1972-03-07 | Du Pont | Substituted o-carbamylhydroxamates |
-
1972
- 1972-02-24 US US229207A patent/US3875232A/en not_active Expired - Lifetime
- 1972-03-17 CA CA137,337A patent/CA984399A/en not_active Expired
- 1972-03-27 FR FR7210622A patent/FR2136055A5/fr not_active Expired
- 1972-04-05 AR AR241311A patent/AR192758A1/es active
- 1972-04-06 EG EG138/72A patent/EG10912A/xx active
- 1972-04-07 NL NLAANVRAGE7204698,A patent/NL175989C/xx not_active IP Right Cessation
- 1972-04-07 CH CH436875A patent/CH585194A5/xx not_active IP Right Cessation
- 1972-04-07 RO RO70445A patent/RO61151A/ro unknown
- 1972-04-07 GB GB1618772A patent/GB1392111A/en not_active Expired
- 1972-04-07 ES ES401551A patent/ES401551A1/es not_active Expired
- 1972-04-07 HU HUDI222A patent/HU165184B/hu unknown
- 1972-04-07 RO RO7282518A patent/RO72853A/ro unknown
- 1972-04-07 IE IE453/72A patent/IE36264B1/xx unknown
- 1972-04-07 JP JP3563572A patent/JPS5533410B1/ja active Pending
- 1972-04-07 IT IT49465/72A patent/IT954413B/it active
- 1972-04-07 SU SU1769624A patent/SU454735A3/ru active
- 1972-04-07 DE DE2216838A patent/DE2216838C2/de not_active Expired
- 1972-04-07 SU SU1887327A patent/SU466681A3/ru active
- 1972-04-07 IL IL39157A patent/IL39157A/en unknown
- 1972-04-07 CH CH514972A patent/CH611275A5/xx not_active IP Right Cessation
- 1972-04-07 PL PL1972154659A patent/PL89001B1/pl unknown
- 1972-04-07 YU YU00944/72A patent/YU39065B/xx unknown
- 1972-04-07 SU SU1886513A patent/SU466653A3/ru active
- 1972-04-07 CH CH436975A patent/CH591433A5/xx not_active IP Right Cessation
- 1972-04-07 RO RO7282519A patent/RO72827A/ro unknown
-
1975
- 1975-06-24 BE BE157643A patent/BE830594Q/xx not_active IP Right Cessation
-
1979
- 1979-02-12 YU YU316/79A patent/YU42298B/xx unknown
- 1979-02-12 YU YU00315/79A patent/YU39102B/xx unknown
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