3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

Base Information

Chemical Name:3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl
CAS No.:638205-25-1
Molecular Formula:C₂₃H₁₈N₄O₄Si
Molecular Weight:442.506
Hs Code.:

Synonyms:3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

Chemical Property:

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Technology Process of 3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

There total 3 articles about 3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl 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: 77.0%

: 536-74-3
phenylacetylene

: 638205-24-0
5'-bromo-3,3'-dinitro-5-trimethylsilanylethynyl-[2,2']bipyridinyl

: 638205-25-1
3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 3.5h; Heating;
DOI:10.1016/j.tet.2003.09.004

Reference yield:

: 1024-94-8
3,3’-dinitro-2,2’-bipyridine

: 638205-25-1
3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen bromide / methanol; CH₂Cl₂

1.2: 3.46 g / bromine / 24 h / Heating

2.1: 71 percent / copper(I) iodide; bis(triphenylphosphine)palladium(II) dichloride; diisopropylethylamine / tetrahydrofuran / 1 h / 20 °C

3.1: 77 percent / copper(I) iodide; bis(triphenylphosphine)palladium(II) dichloride; diisopropylethylamine / tetrahydrofuran / 3.5 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen bromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 2.1: Castro-Stephens/Sonogashira coupling / 3.1: Castro-Stephens/Sonogashira coupling;
DOI:10.1016/j.tet.2003.09.004

Reference yield:

: 321844-96-6
5,5'-dibromo-3,3'-dinitro-[2,2']bipyridinyl

: 638205-25-1
3,3'-dinitro-5'-phenylethynyl-5-trimethylsilanylethynyl-[2,2']bipyridinyl

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / copper(I) iodide; bis(triphenylphosphine)palladium(II) dichloride; diisopropylethylamine / tetrahydrofuran / 1 h / 20 °C

2: 77 percent / copper(I) iodide; bis(triphenylphosphine)palladium(II) dichloride; diisopropylethylamine / tetrahydrofuran / 3.5 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1: Castro-Stephens/Sonogashira coupling / 2: Castro-Stephens/Sonogashira coupling;
DOI:10.1016/j.tet.2003.09.004