N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide

Base Information

• Chemical Name: N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide
• CAS No.: 1633007-94-9
• Molecular Formula: C₁₉H₁₆BrNO
• Molecular Weight: 354.246
• Mol file: 1633007-94-9.mol

Synonyms:N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide

Chemical Property of N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide

There total 2 articles about N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide 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:

2-((4-bromophenyl)ethynyl)aniline (157869-13-1) → N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide (1633007-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; dmap / dichloromethane / 0 - 20 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C

2.2: 2 h / 0 - 20 °C

With dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1021/acs.joc.7b02196

Reference yield:

4-bromo-1-ethynylbenzene (766-96-1) → N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide (1633007-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 20 °C / Inert atmosphere

2.1: triethylamine; dmap / dichloromethane / 0 - 20 °C

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C

3.2: 2 h / 0 - 20 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1021/acs.joc.7b02196

Reference yield: 85.0%

N-{2-[(4-bromophenyl)ethynyl]phenyl}-N-methylmethacrylamide (1633007-94-9) → 9b-azido-1-(4-bromophenyl)-3a,5-dimethyl-5,9b-dihydro-3H-pyrrolo[3,4-c]quinolin-4(3aH)one

Guidance literature:

With copper diacetate; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; In ethyl acetate; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03040

upstream raw materials:

2-((4-bromophenyl)ethynyl)aniline

4-bromo-1-ethynylbenzene

Downstream raw materials:

4-(4-bromophenyl)-1,3-dimethyl-6-nitro-3-(nitromethyl)-3,5-dihydropyrrolo[4,3,2-de]quinolin-2(1H)-one