N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

Base Information

Chemical Name:N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide
CAS No.:546112-67-8
Molecular Formula:C₂₄H₁₅N₃O₄
Molecular Weight:409.401
Hs Code.:

Synonyms:N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

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Chemical Property of N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

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Technology Process of N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

There total 5 articles about N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide 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%

: 6393-17-5
N-(4-iodo-phenyl)-formamide

: 113639-27-3
1-nitro-2,5-diethynylbenzene

: 546112-67-8
N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

Guidance literature:: With copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 3h;
DOI:10.1016/S0040-4020(03)00246-1

Reference yield: 55.0%

: 3460-18-2
1,4-dibromo-2-nitrobenzene

: 81854-48-0
N-[(4-trimethylsilanylethynyl)phenyl]formamide

: 546112-67-8
N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1080/00397911.2010.542538

Reference yield:

: 3460-18-2
1,4-dibromo-2-nitrobenzene

: 546112-67-8
N-{4-[4-(4-formylaminophenylethynyl)-2-nitrophenylethynyl]phenyl}formamide

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / Pd(PPh₃)2Cl₂; CuI; DIEA / tetrahydrofuran / 48 h / 40 °C

2: 99 percent / K₂CO₃ / methanol; CH₂Cl₂

3: 79 percent / PPh₃; CuI; DIEA / Pd(dba)2 / tetrahydrofuran / 3 h / 50 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 1: Sonogashira-Castro-Stephens coupling / 3: Sonogashira-Castro-Stephens coupling;
DOI:10.1016/S0040-4020(03)00246-1