AR100267A1 - TIAMETOXAM PRODUCTION METHOD - Google Patents
TIAMETOXAM PRODUCTION METHODInfo
- Publication number
- AR100267A1 AR100267A1 ARP150101335A ARP150101335A AR100267A1 AR 100267 A1 AR100267 A1 AR 100267A1 AR P150101335 A ARP150101335 A AR P150101335A AR P150101335 A ARP150101335 A AR P150101335A AR 100267 A1 AR100267 A1 AR 100267A1
- Authority
- AR
- Argentina
- Prior art keywords
- tiametoxam
- production method
- formula
- oxadiazine
- thiamethoxam
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 12
- 238000000034 method Methods 0.000 abstract 3
- VRMUIVKEHJSADG-UHFFFAOYSA-N 2-chloro-5-(chloromethyl)-1,3-thiazole Chemical compound ClCC1=CN=C(Cl)S1 VRMUIVKEHJSADG-UHFFFAOYSA-N 0.000 abstract 2
- 239000005941 Thiamethoxam Substances 0.000 abstract 2
- XSAKKOPXSHNEFG-UHFFFAOYSA-N n-(3-methyl-2h-1,3,5-oxadiazin-4-ylidene)nitramide Chemical compound CN1COC=NC1=N[N+]([O-])=O XSAKKOPXSHNEFG-UHFFFAOYSA-N 0.000 abstract 2
- 239000003444 phase transfer catalyst Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 abstract 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Catalysts (AREA)
Abstract
Un proceso para la preparación de tiametoxam en donde el proceso comprende hacer reaccionar 3-metil-N-nitro-1,3,5-oxadiazina-4-imina con 2-cloro-5-clorometil tiazol en presencia de un sistema de solventes que comprende dimetilformamida (DMF), un catalizador de transferencia de fase y una base. Reivindicación 1: Un proceso para la preparación de tiametoxam, de fórmula (1), que comprende hacer reaccionar 3-metil-N-nitro-1,3,5-oxadiazina-4-imina, de fórmula (2), con 2-cloro-5-clorometil tiazol, de fórmula (3), en presencia de un sistema de solventes que comprende dimetilformamida (DMF), un catalizador de transferencia de fase y una base.A process for the preparation of thiamethoxam wherein the process comprises reacting 3-methyl-N-nitro-1,3,5-oxadiazine-4-imine with 2-chloro-5-chloromethyl thiazole in the presence of a solvent system that it comprises dimethylformamide (DMF), a phase transfer catalyst and a base. Claim 1: A process for the preparation of thiamethoxam, of formula (1), comprising reacting 3-methyl-N-nitro-1,3,5-oxadiazine-4-imine, of formula (2), with 2- chloro-5-chloromethyl thiazole, of formula (3), in the presence of a solvent system comprising dimethylformamide (DMF), a phase transfer catalyst and a base.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1409422.1A GB2511010B (en) | 2014-05-28 | 2014-05-28 | Method of producing thiamethoxam |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR100267A1 true AR100267A1 (en) | 2016-09-21 |
Family
ID=51177532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP150101335A AR100267A1 (en) | 2014-05-28 | 2015-05-04 | TIAMETOXAM PRODUCTION METHOD |
Country Status (6)
| Country | Link |
|---|---|
| CN (1) | CN106029658B (en) |
| AR (1) | AR100267A1 (en) |
| BR (1) | BR112016027652B1 (en) |
| GB (1) | GB2511010B (en) |
| TW (1) | TWI662032B (en) |
| WO (1) | WO2015180585A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104262286A (en) * | 2014-10-09 | 2015-01-07 | 山东科信生物化学有限公司 | Synthetic method of thiamethoxam intermediate 3-methyl-4-nitroiminoperhydro-1,3,5-oxadiazine |
| CN107400123A (en) * | 2017-08-28 | 2017-11-28 | 江苏绿叶农化有限公司 | A kind of production method of Diacloden |
| CN107501256B (en) * | 2017-09-21 | 2020-03-31 | 北京怡力生物科技有限公司 | Preparation method of high-purity thiamethoxam |
| CN107698578A (en) * | 2017-10-31 | 2018-02-16 | 江苏绿叶农化有限公司 | A kind of preparation method of Diacloden |
| EP3480196A1 (en) * | 2017-11-02 | 2019-05-08 | Jiangsu Rotam Chemistry Co., Ltd | Process for the preparation of thiamethoxam |
| CN108164522B (en) * | 2018-02-13 | 2020-02-18 | 浙江永太科技股份有限公司 | Synthetic method of thiamethoxam |
| CN110981866B (en) * | 2019-12-17 | 2022-08-12 | 邯郸市瑞田农药有限公司 | Thiamethoxam production method and extracting agent |
| CN113004218A (en) * | 2020-12-10 | 2021-06-22 | 怀仁市普惠生物科技有限公司 | Preparation method of dichloro pentachloromethyl thiazole |
| CN113121465A (en) * | 2021-05-28 | 2021-07-16 | 安徽海顺化工有限公司 | Synthesis process of 2-chloro-5-chloromethyl thiazole |
| CN115286624A (en) * | 2022-08-04 | 2022-11-04 | 内蒙古犇星化学有限公司 | Preparation method of thiamethoxam |
| CN115974866B (en) * | 2022-12-30 | 2025-06-03 | 河北德瑞化工有限公司 | A kind of synthetic method of thiamethoxam |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE236139T1 (en) * | 1995-09-11 | 2003-04-15 | Syngenta Participations Ag | METHOD FOR PRODUCING 2-CHLORINE-5-CHLOMETHYL-THIAZOLE DERIVATIVES |
| PL202732B1 (en) * | 1999-06-23 | 2009-07-31 | Syngenta Participations Ag | Method of making nitroguanidine and nitroenamine derivatives |
| CN1401646A (en) * | 2001-08-08 | 2003-03-12 | 南通江山农药化工股份有限公司 | Insecticidal compound and production process thereof |
| CN102372702A (en) * | 2011-11-17 | 2012-03-14 | 安徽省化工研究院 | Preparation method for thiamethoxam |
| GB2514927B (en) * | 2014-05-28 | 2019-04-17 | Rotam Agrochem Int Co Ltd | Thiamethoxam and uses thereof |
-
2014
- 2014-05-28 GB GB1409422.1A patent/GB2511010B/en not_active Expired - Fee Related
-
2015
- 2015-05-04 AR ARP150101335A patent/AR100267A1/en active IP Right Grant
- 2015-05-21 BR BR112016027652-3A patent/BR112016027652B1/en not_active IP Right Cessation
- 2015-05-21 CN CN201580009810.6A patent/CN106029658B/en not_active Expired - Fee Related
- 2015-05-21 WO PCT/CN2015/079440 patent/WO2015180585A1/en not_active Ceased
- 2015-05-26 TW TW104116747A patent/TWI662032B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2015180585A9 (en) | 2016-12-15 |
| BR112016027652A2 (en) | 2017-08-15 |
| GB201409422D0 (en) | 2014-07-09 |
| TW201613913A (en) | 2016-04-16 |
| CN106029658B (en) | 2019-08-16 |
| BR112016027652B1 (en) | 2021-12-14 |
| TWI662032B (en) | 2019-06-11 |
| WO2015180585A1 (en) | 2015-12-03 |
| GB2511010B (en) | 2017-05-03 |
| CN106029658A (en) | 2016-10-12 |
| GB2511010A (en) | 2014-08-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |