methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

Base Information

Chemical Name:methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate
CAS No.:1613546-27-2
Molecular Formula:C₁₉H₁₂ClFN₂O₃
Molecular Weight:370.767
Hs Code.:

Synonyms:methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

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Chemical Property of methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

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Technology Process of methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

There total 5 articles about methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

: 1613546-26-1
methyl 6-(4-chlorophenyl)-5-fluoro-4-((4-methoxyphenyl)amino)picolinate

: 1613546-27-2
methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

Guidance literature:: With 1,3-dichloro-5,5-dimethylhydantoin; In water; acetonitrile; at 20 ℃; for 0.5h;

Reference yield:

: 104-94-9
4-methoxy-aniline

: 1613546-27-2
methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrachloromethane; triphenylphosphine; triethylamine / 0.17 h / Cooling with ice

1.2: 4 h / Reflux

2.1: copper(l) iodide; potassium phosphate; potassium iodide / acetonitrile / 4 h / 60 °C / Inert atmosphere

3.1: caesium carbonate / tetrahydrofuran / 4 h / 80 °C / Microwave irradiation

4.1: 1,3-dichloro-5,5-dimethylhydantoin / acetonitrile; water / 0.5 h / 20 °C

With tetrachloromethane; potassium phosphate; copper(l) iodide; 1,3-dichloro-5,5-dimethylhydantoin; caesium carbonate; triethylamine; triphenylphosphine; potassium iodide; In tetrahydrofuran; water; acetonitrile;

Reference yield:

: (E)-2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidoyl chloride

: 1613546-27-2
methyl 6-(4-chlorophenyl)-4-((4-oxocyclohexa-2,5-dien-1-ylidene)amino)-5-(trifluoromethyl)picolinate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium iodide; potassium phosphate; copper(l) iodide / acetonitrile / 4 h / 60 °C / Inert atmosphere

2: caesium carbonate / tetrahydrofuran / 4 h / 80 °C / Microwave irradiation

3: 1,3-dichloro-5,5-dimethylhydantoin / acetonitrile; water / 2 h / 20 °C

With potassium phosphate; copper(l) iodide; 1,3-dichloro-5,5-dimethylhydantoin; caesium carbonate; potassium iodide; In tetrahydrofuran; water; acetonitrile; 1: |Sonogashira Cross-Coupling;
DOI:10.1021/acs.orglett.5b01176