1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester
• CAS No.: 17694-73-4
• Molecular Formula: C₂₀H₁₆ClNO₄
• Molecular Weight: 369.804
• Mol file: 17694-73-4.mol

Synonyms:1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester

Chemical Property of 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester

There total 3 articles about 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester 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: 78.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 4-chloro-aniline (106-47-8) + dimethyl acetylenedicarboxylate (762-42-5) → 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester (17694-73-4)

Guidance literature:

4-chloro-aniline; dimethyl acetylenedicarboxylate; at 20 ℃; for 0.166667h;

styrene; With dipotassium peroxodisulfate; palladium diacetate; acetic acid; In acetonitrile; at 100 ℃; for 20h; regioselective reaction;

DOI:10.1021/acs.orglett.6b02325

Reference yield: 76.0%

2-[(4-chlorophenyl)amino]-1-phenylethanone (53181-22-9) + dimethyl acetylenedicarboxylate (762-42-5) → 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester (17694-73-4)

Guidance literature:

In N,N-dimethyl-formamide; at 110 ℃; for 0.166667h; Sealed tube; Microwave irradiation;

DOI:10.1080/00397911.2016.1176201

Reference yield:

4-chloro-aniline (106-47-8) + α-bromoacetophenone (70-11-1) → 1-(4-chlorophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester (17694-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / ethanol / 20 °C / Inert atmosphere

2: triphenylphosphine / toluene / 72 h / Inert atmosphere; Schlenk technique; Reflux

With sodium carbonate; triphenylphosphine; In ethanol; toluene;

DOI:10.1002/ejoc.202100404

upstream raw materials:

2-[(4-chlorophenyl)amino]-1-phenylethanone

dimethyl acetylenedicarboxylate

styrene

4-chloro-aniline