dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate

Base Information

• Chemical Name: dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate
• CAS No.: 939053-19-7
• Molecular Formula: C₃₂H₂₆N₂O₆
• Molecular Weight: 534.568
• Mol file: 939053-19-7.mol

Synonyms:dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate

Chemical Property of dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate

There total 4 articles about dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate 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: 49.0%

9-(diethylamino)-2-ethynyl-5H-benzo[a]phenoxazin-5-one (939052-98-9) + 4-bromophthalic Acid Dimethyl Ester (87639-57-4) → dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate (939053-19-7)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; at 80 ℃; for 4h;

DOI:10.1002/anie.200603307

Reference yield:

9-diethylamino-2-(((trifluoromethyl)sulfonyl)oxy)-5H-benzo[a]-phenoxazin-5-one (939052-95-6) → dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate (939053-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / CuI; triethylamine / Pd(PPh₃)4 / 4 h / 80 °C

2: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.08 h / 20 °C

3: 49 percent / CuI; triethylamine / [Pd(PPh₃)4] / dimethylformamide; tetrahydrofuran / 4 h / 80 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira coupling / 3: Sonogashira coupling;

DOI:10.1002/anie.200603307

Reference yield:

9-(diethylamino)-2-((trimethylsilyl)ethynyl)-5H-benzo[a]phenoxazin-5-one (939053-10-8) → dimethyl 4-(2-(9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)ethynyl)benzene-1,2-dicarboxylate (939053-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.08 h / 20 °C

2: 49 percent / CuI; triethylamine / [Pd(PPh₃)4] / dimethylformamide; tetrahydrofuran / 4 h / 80 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Sonogashira coupling;

DOI:10.1002/anie.200603307

upstream raw materials:

9-(diethylamino)-2-ethynyl-5H-benzo[a]phenoxazin-5-one

4-bromophthalic Acid Dimethyl Ester

9-diethylamino-2-(((trifluoromethyl)sulfonyl)oxy)-5H-benzo[a]-phenoxazin-5-one

9-(diethylamino)-2-((trimethylsilyl)ethynyl)-5H-benzo[a]phenoxazin-5-one