AR125334A1 - PROCESS FOR THE PREPARATION OF DERIVATIVES OF N-ARYLFORMAMIDINE FUNGICIDE - Google Patents
PROCESS FOR THE PREPARATION OF DERIVATIVES OF N-ARYLFORMAMIDINE FUNGICIDEInfo
- Publication number
- AR125334A1 AR125334A1 ARP220100923A ARP220100923A AR125334A1 AR 125334 A1 AR125334 A1 AR 125334A1 AR P220100923 A ARP220100923 A AR P220100923A AR P220100923 A ARP220100923 A AR P220100923A AR 125334 A1 AR125334 A1 AR 125334A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- formula
- compound
- cyano
- alkoxy
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
La presente invención se refiere a un proceso para la preparación de derivados de N-arilformamidina adecuados para su uso, por ejemplo, como principios activos, que tienen actividad microbicida, en particular, actividad fungicida. Reivindicación 1: Un proceso para preparar un compuesto de fórmula (1), en donde R¹ y R² independientemente entre sí son hidrógeno, halógeno, ciano, OH, NH₂, alquilo C₁-C₄, cicloalquilo C₃-C₆, NH(alquilo C₁-C₄), N(alquilo C₁-C₄)₂, CO(alquilo C₁-C₄), CO₂(alquilo C₁-C₄), CO₂H, CONH(alquilo C₁-C₄), CON(alquilo C₁-C₄)₂, SO₂NH(alquilo C₁-C₄), SO₂N(alquilo C₁-C₄)₂, haloalquilo C₁-C₄, alcoxilo C₁-C₄, haloalcoxilo C₁-C₄, alcoxi C₁-C₄-alquilo C₁-C₄ o alquinilo C₂-C₄; R³ es alquilo C₁-C₄, alcoxi C₁-C₄-alquilo C₁-C₄, fenilo o fenil-alquilo C₁-C₂, en donde cualquiera de dichos grupos puede estar sustituido por uno o más sustituyentes seleccionados del grupo que consiste en halógeno, ciano, OH, NH₂, alquilo C₁-C₄ o haloalquilo C₁-C₄; R⁴ y R⁵ independientemente entre sí son hidrógeno, alquilo C₁-C₄ o cicloalquilo C₃-C₆; o R⁴ y R⁵ junto con el átomo de nitrógeno al que están unidos forman un grupo cíclico saturado de 3 a 6 miembros; A es N o CH; Y es O o alquileno C₁-C₂, opcionalmente sustituido por uno o más sustituyentes seleccionados del grupo que consiste en halógeno, ciano, OH, NH₂, alquilo C₁-C₄ o haloalquilo C₁-C₄; y n es 0 o 1; comprendiendo dicho proceso la etapa de hacer reaccionar un compuesto de fórmula (2) en donde A, Y, n, R¹, R² y R³ son tal como se definen para el compuesto de fórmula (1), con una N-alquilformamida de fórmula (3): HC(O)NR⁴R⁵, en donde R⁴ y R⁵ son tal como se definen para el compuesto de fórmula (1), en presencia de al menos un agente de condensación de fórmula (4) en donde X¹ y X², iguales a o diferentes entre sí, son cloro, alcoxilo C₁-C₂ o cloroalcoxilo C₁-C₂.The present invention relates to a process for the preparation of N-arylformamidine derivatives suitable for use, for example, as active principles, having microbicidal activity, in particular fungicidal activity. Claim 1: A process for preparing a compound of formula (1), wherein R¹ and R² independently from each other are hydrogen, halogen, cyano, OH, NH₂, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, NH(C₁-C₄ alkyl ), N(C₁-C₄ alkyl)₂, CO(C₁-C₄ alkyl), CO₂(C₁-C₄ alkyl), CO₂H, CONH(C₁-C₄ alkyl), CON(C₁-C₄ alkyl)₂, SO₂NH(C₁ alkyl -C₄), SO₂N(C₁-C₄ alkyl)₂, C₁-C₄ haloalkyl, C₁-C₄ alkoxy, C₁-C₄ haloalkoxy, C₁-C₄ alkoxy-C₁-C₄ alkyl or C₂-C₄ alkynyl; R³ is C₁-C₄ alkyl, C₁-C₄ alkoxy-C₁-C₄ alkyl, phenyl or phenyl-C₁-C₂ alkyl, wherein any of said groups may be substituted by one or more substituents selected from the group consisting of halogen, cyano, OH, NH₂, C₁-C₄ alkyl or C₁-C₄ haloalkyl; R⁴ and R⁵ independently of each other are hydrogen, C₁-C₄ alkyl or C₃-C₆ cycloalkyl; or R⁴ and R⁵ together with the nitrogen atom to which they are attached form a 3- to 6-membered saturated cyclic group; A is N or CH; Y is O or C₁-C₂alkylene, optionally substituted by one or more substituents selected from the group consisting of halogen, cyano, OH, NH₂, C₁-C₄alkyl, or C₁-C₄haloalkyl; and n is 0 or 1; said process comprising the step of reacting a compound of formula (2) in which A, Y, n, R¹, R² and R³ are as defined for the compound of formula (1), with an N-alkylformamide of formula ( 3): HC(O)NR⁴R⁵, where R⁴ and R⁵ are as defined for the compound of formula (1), in the presence of at least one condensing agent of formula (4) where X¹ and X², equal to or different from each other, they are chloro, C₁-C₂alkoxy or chloroC₁-C₂alkoxy.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP21168605 | 2021-04-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR125334A1 true AR125334A1 (en) | 2023-07-05 |
Family
ID=75539190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP220100923A AR125334A1 (en) | 2021-04-15 | 2022-04-12 | PROCESS FOR THE PREPARATION OF DERIVATIVES OF N-ARYLFORMAMIDINE FUNGICIDE |
Country Status (3)
| Country | Link |
|---|---|
| AR (1) | AR125334A1 (en) |
| UY (1) | UY39726A (en) |
| WO (1) | WO2022218987A1 (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10173983B2 (en) | 2014-04-11 | 2019-01-08 | Syngenta Participations Ag | Fungicidal pyridylamidines |
| EP3361870B1 (en) * | 2015-10-14 | 2020-02-26 | Syngenta Participations AG | Fungicidal compositions |
-
2022
- 2022-04-12 WO PCT/EP2022/059764 patent/WO2022218987A1/en active Application Filing
- 2022-04-12 AR ARP220100923A patent/AR125334A1/en unknown
- 2022-04-19 UY UY0001039726A patent/UY39726A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| UY39726A (en) | 2022-11-30 |
| WO2022218987A1 (en) | 2022-10-20 |
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