ES460670A1 - Isomeric mixture of trimethylperhydroazepine-1-thiocarboxylic acid s-ethyl esters process for the manufacture of this mixture and also its use as a herbicide - Google Patents
Isomeric mixture of trimethylperhydroazepine-1-thiocarboxylic acid s-ethyl esters process for the manufacture of this mixture and also its use as a herbicideInfo
- Publication number
- ES460670A1 ES460670A1 ES460670A ES460670A ES460670A1 ES 460670 A1 ES460670 A1 ES 460670A1 ES 460670 A ES460670 A ES 460670A ES 460670 A ES460670 A ES 460670A ES 460670 A1 ES460670 A1 ES 460670A1
- Authority
- ES
- Spain
- Prior art keywords
- mixture
- ethyl esters
- trimethylperhydroazepine
- herbicide
- manufacture
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 2
- 230000002363 herbicidal effect Effects 0.000 title 1
- 239000004009 herbicide Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- JJWKPURADFRFRB-UHFFFAOYSA-N carbonyl sulfide Chemical compound O=C=S JJWKPURADFRFRB-UHFFFAOYSA-N 0.000 abstract 2
- ZMJDNMLWLIQAFG-UHFFFAOYSA-N 1,2,2-trimethylazepane Chemical class CN1CCCCCC1(C)C ZMJDNMLWLIQAFG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000012021 ethylating agents Substances 0.000 abstract 1
- QCMHWZUFWLOOGI-UHFFFAOYSA-N s-ethyl chloromethanethioate Chemical compound CCSC(Cl)=O QCMHWZUFWLOOGI-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 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
- C07D295/18—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 carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Procedimiento para la preparación de S-ésteres etílicos de ácidos 3,4,5(3,5,5)-trimetil-perhidro-azepin-1-tiocarboxílicos de las fórmulas, caracterizado porque las trimetil-perhidroazepinas isómeras de las fórmulas eventualmente disueltas en un disolvente: a) se hacen reaccionar con S-éster etílico de ácido clorotiofórmico de la fórmula, eventualmente en presencia de un agente fijador de ácidos; o b) se hacen reaccionar con oxisulfuro de carbono de la fórmula, en presencia de una base para formar las sales de estas bases con las fórmulas, y éstas se tratan con un agente de etilación de la fórmula,Procedure for the preparation of S-ethyl esters of 3,4,5(3,5,5)-trimethyl-perhydro-azepine-1-thiocarboxylic acids of the formulas, characterized in that the isomeric trimethyl-perhydroazepines of the formulas eventually dissolved in a solvent: a) are reacted with chlorothioformic acid S-ethyl ester of the formula, optionally in the presence of an acid-binding agent; or b) are reacted with carbon oxysulfide of the formula, in the presence of a base to form the salts of these bases with the formulas, and these are treated with an ethylating agent of the formula,
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762632676 DE2632676A1 (en) | 1976-07-16 | 1976-07-16 | TRIMETHYLPERHYDROAZEPIN-1-THIOCARBONIC ACID S-AETHYL ESTER, METHOD FOR PRODUCING THESE COMPOUNDS AND THIS CONTAINING HERBICIDE AGENT |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES460670A1 true ES460670A1 (en) | 1978-05-16 |
Family
ID=5983513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES460670A Expired ES460670A1 (en) | 1976-07-16 | 1977-07-12 | Isomeric mixture of trimethylperhydroazepine-1-thiocarboxylic acid s-ethyl esters process for the manufacture of this mixture and also its use as a herbicide |
Country Status (32)
| Country | Link |
|---|---|
| JP (1) | JPS5312884A (en) |
| AT (1) | AT360265B (en) |
| AU (1) | AU512006B2 (en) |
| BE (1) | BE856861A (en) |
| BG (1) | BG32413A3 (en) |
| BR (1) | BR7704670A (en) |
| CA (1) | CA1096379A (en) |
| CH (1) | CH631709A5 (en) |
| CS (1) | CS192488B2 (en) |
| DD (1) | DD130549A5 (en) |
| DE (1) | DE2632676A1 (en) |
| DK (1) | DK323777A (en) |
| ES (1) | ES460670A1 (en) |
| FI (1) | FI772096A7 (en) |
| FR (1) | FR2358397A1 (en) |
| GB (1) | GB1589681A (en) |
| GR (1) | GR72096B (en) |
| IE (1) | IE45759B1 (en) |
| IL (1) | IL52498A (en) |
| IT (1) | IT1077338B (en) |
| LU (1) | LU77760A1 (en) |
| NL (1) | NL7706148A (en) |
| NO (1) | NO146094C (en) |
| NZ (1) | NZ184574A (en) |
| PL (1) | PL103046B1 (en) |
| PT (1) | PT66813B (en) |
| RO (1) | RO71240A (en) |
| SE (1) | SE7708191L (en) |
| SU (2) | SU629852A3 (en) |
| TR (1) | TR19702A (en) |
| YU (1) | YU152177A (en) |
| ZA (1) | ZA774276B (en) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1906050C3 (en) * | 1969-02-07 | 1979-01-25 | Basf Ag, 6700 Ludwigshafen | S-Alkyi-methyl-hexahydro-lHazepine) -1 -carbothiolate |
| DE2152947A1 (en) * | 1970-10-24 | 1972-04-27 | Farbenfabriken Bayer Ag, 5090 Leverkusen | Selective herbicide for paddy fields - contg a 1-phenyl -3, 3-dimethyl-urea and a thiocarbamate |
| DE2333397A1 (en) * | 1973-06-30 | 1975-01-23 | Basf Ag | CARBOTHIOLATE SUBSTITUTED AZEPINE |
-
1976
- 1976-07-16 DE DE19762632676 patent/DE2632676A1/en not_active Withdrawn
-
1977
- 1977-06-03 NL NL7706148A patent/NL7706148A/en not_active Application Discontinuation
- 1977-06-20 YU YU01521/77A patent/YU152177A/en unknown
- 1977-06-24 AU AU26444/77A patent/AU512006B2/en not_active Expired
- 1977-06-29 TR TR19702A patent/TR19702A/en unknown
- 1977-07-05 FI FI772096A patent/FI772096A7/fi not_active Application Discontinuation
- 1977-07-06 NZ NZ184574A patent/NZ184574A/en unknown
- 1977-07-07 BG BG036830A patent/BG32413A3/en unknown
- 1977-07-07 CA CA282,291A patent/CA1096379A/en not_active Expired
- 1977-07-11 GB GB28993/77A patent/GB1589681A/en not_active Expired
- 1977-07-11 IL IL52498A patent/IL52498A/en unknown
- 1977-07-12 ES ES460670A patent/ES460670A1/en not_active Expired
- 1977-07-12 CH CH861177A patent/CH631709A5/en not_active IP Right Cessation
- 1977-07-13 IE IE1457/77A patent/IE45759B1/en unknown
- 1977-07-14 PL PL1977199634A patent/PL103046B1/en unknown
- 1977-07-14 RO RO7791036A patent/RO71240A/en unknown
- 1977-07-14 PT PT66813A patent/PT66813B/en unknown
- 1977-07-14 SE SE7708191A patent/SE7708191L/en not_active Application Discontinuation
- 1977-07-14 GR GR53964A patent/GR72096B/el unknown
- 1977-07-14 DD DD200063A patent/DD130549A5/en unknown
- 1977-07-14 LU LU77760A patent/LU77760A1/xx unknown
- 1977-07-14 AT AT508677A patent/AT360265B/en not_active IP Right Cessation
- 1977-07-15 SU SU772503100A patent/SU629852A3/en active
- 1977-07-15 SU SU772502605A patent/SU691088A3/en active
- 1977-07-15 DK DK323777A patent/DK323777A/en not_active Application Discontinuation
- 1977-07-15 JP JP8493177A patent/JPS5312884A/en active Pending
- 1977-07-15 BE BE179385A patent/BE856861A/en not_active IP Right Cessation
- 1977-07-15 BR BR7704670A patent/BR7704670A/en unknown
- 1977-07-15 NO NO772525A patent/NO146094C/en unknown
- 1977-07-15 IT IT25806/77A patent/IT1077338B/en active
- 1977-07-15 ZA ZA00774276A patent/ZA774276B/en unknown
- 1977-07-18 CS CS774761A patent/CS192488B2/en unknown
- 1977-07-18 FR FR7721931A patent/FR2358397A1/en active Granted
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19971001 |