Ethyl 2-amino-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate
• CAS No.: 118082-69-2
• Molecular Formula: C13H13ClN2O2
• Molecular Weight: 264.711
• DSSTox Substance ID: DTXSID70556509
• Wikidata: Q82438075
• Mol file: 118082-69-2.mol

Synonyms:118082-69-2;Ethyl 2-amino-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate;DTXSID70556509

Chemical Property of Ethyl 2-amino-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 264.0665554
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C1)C2=CC=C(C=C2)Cl)N

Technology Process of Ethyl 2-amino-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate

There total 3 articles about Ethyl 2-amino-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate 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: 80.0%

4-chlorobenzoylmethyl bromide (536-38-9) + ethyl amidinoacetate (50551-10-5) → 2-Amino-5-(4-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester (118082-69-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; reflux, 5 min, r.t., 6 h.;

Reference yield:

ethyl 3-ethoxy-3-iminopropanoate hydrochloride (2318-25-4,165895-16-9) → 2-Amino-5-(4-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester (118082-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₄Cl; K₂CO₃ / ethanol / 24 h / 22 °C

2: K₂CO₃ / ethanol / Heating

With potassium carbonate; ammonium chloride; In ethanol;

DOI:10.1016/j.bmcl.2005.09.027

Reference yield:

Ethyl 3-ethoxy-3-iminopropionate (27317-59-5) → 2-Amino-5-(4-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester (118082-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / ethanol / 4 h / Ambient temperature

2: 80 percent / NaHCO₃ / ethanol / reflux, 5 min, r.t., 6 h.

With ammonia; sodium hydrogencarbonate; In ethanol;

upstream raw materials:

4-chlorobenzoylmethyl bromide

ethyl amidinoacetate

ethyl 3-ethoxy-3-iminopropanoate hydrochloride

Ethyl 3-ethoxy-3-iminopropionate