methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

Base Information

Chemical Name:methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate
CAS No.:421554-59-8
Molecular Formula:C₃₀H₂₈N₂O₄
Molecular Weight:480.563
Hs Code.:

Synonyms:methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

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Chemical Property of methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

Chemical Property:

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Technology Process of methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

There total 11 articles about methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate 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: 99.0%

: methyl 4-[2-acetamido-4-(4-n-hexylphenylethynyl)-5-nitro]phenylethynylbenzoate

: 421554-59-8
methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

Guidance literature:: With potassium carbonate; In methanol; dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/1521-3765(20011203)7:23<5118::AID-CHEM5118>3.0.CO;2-1

Reference yield:

: 3638-73-1
2,5-dibromoaniline

: 421554-59-8
methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / HNO₃; H₂SO₄

2: 0.52 g / copper(I) iodide; diisopropylethylamine / bis(triphenylphosphine)palladium(II) dichloride / tetrahydrofuran / 72 h / 75 °C

3: 96 percent / copper(I) iodide; diisopropylethylamine / bis(triphenylphosphine)palladium(II) dichloride / tetrahydrofuran / 72 h / 75 °C

4: 99 percent / potassium carbonate / methanol; CH₂Cl₂ / 1 h / 20 °C

With copper(l) iodide; sulfuric acid; nitric acid; potassium carbonate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; 3: Castro-Stephens/Sonogashira coupling / 4: Castro-Stephens/Sonogashira coupling;
DOI:10.1002/1521-3765(20011203)7:23<5118::AID-CHEM5118>3.0.CO;2-1

Reference yield:

: 1077-16-3
hexylbenzene

: 421554-59-8
methyl 4-[2-amino-4-(4-n-hexylphenylethynyl)-5-nitrophenylethynyl]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: bromine; neutral alumina / 0.02 h

1.2: 5.26 g / copper(I) iodide; triphenylphosphine; triethylamine / bis(triphenylphosphine)palladium(II) dichloride / tetrahydrofuran / 72 h / 85 °C

2.1: potassium carbonate / methanol; CH₂Cl₂ / 2 h / 20 °C

3.1: 0.52 g / copper(I) iodide; diisopropylethylamine / bis(triphenylphosphine)palladium(II) dichloride / tetrahydrofuran / 72 h / 75 °C

4.1: 96 percent / copper(I) iodide; diisopropylethylamine / bis(triphenylphosphine)palladium(II) dichloride / tetrahydrofuran / 72 h / 75 °C

5.1: 99 percent / potassium carbonate / methanol; CH₂Cl₂ / 1 h / 20 °C

With aluminum oxide; copper(l) iodide; bromine; potassium carbonate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; 1.2: Castro-Stephens/Sonogashira coupling / 3.1: Castro-Stephens/Sonogashira coupling / 4.1: Castro-Stephens/Sonogashira coupling;
DOI:10.1002/1521-3765(20011203)7:23<5118::AID-CHEM5118>3.0.CO;2-1