Diethyl 1H-pyrrole-2,3-dicarboxylate

Base Information

• Chemical Name: Diethyl 1H-pyrrole-2,3-dicarboxylate
• CAS No.: 25472-60-0
• Molecular Formula: C10H13NO4
• Molecular Weight: 211.218
• Hs Code.: 2933990090
• European Community (EC) Number: 631-035-5
• Nikkaji Number: J2.205.468F
• Mol file: 25472-60-0.mol

Synonyms:25472-60-0;DIETHYL 1H-PYRROLE-2,3-DICARBOXYLATE;DIETHYL-1H-PYRROLE-2,3-DICARBOXYLATE;di-carbethoxypyrrole;1H-Pyrrole-2,3-dicarboxylic acid, diethyl ester;SCHEMBL2069470;AKCIUXOENLCRHO-UHFFFAOYSA-N;AKOS015945815;diethyl 1H-pyrrole-2, 3-dicarboxylate;SB62603;1H-Pyrrole-2,3-dicarboxylic acid, 2,3-diethyl ester

Chemical Property of Diethyl 1H-pyrrole-2,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 8.72E-05mmHg at 25°C
• Melting Point: 30 °C
• Refractive Index: 1.517
• Boiling Point: 340.2 °C at 760 mmHg
• PKA: 13.66±0.50(Predicted)
• Flash Point: 159.6 °C
• PSA: 68.39000
• Density: 1.196 g/cm³
• LogP: 1.36810
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 211.08445790
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

1H-Pyrrole-2,3-dicarboxylicacid2,3-diethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC=C1)C(=O)OCC

Technology Process of Diethyl 1H-pyrrole-2,3-dicarboxylate

There total 9 articles about Diethyl 1H-pyrrole-2,3-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: 87.0%

ethanol (64-17-5) + 2-ethoxycarbonyl-1H-pyrrole-3-carboxylic acid → 1H-Pyrrol-2,3-dicarbonsaeure-diethylester (25472-60-0)

Guidance literature:

With thionyl chloride; for 3h; Reflux;

DOI:10.1002/cmdc.201700049

Reference yield: 51.0%

diethyl (+/-)-cis-2,3-pyrrolidinedicarboxylate (126295-16-7,110314-89-1) → 1H-Pyrrol-2,3-dicarbonsaeure-diethylester (25472-60-0)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 30h; Ambient temperature;

Reference yield:

ethyl 4-iodobutyrate (7425-53-8) → 1H-Pyrrol-2,3-dicarbonsaeure-diethylester (25472-60-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / K₂CO₃ / ethanol / 24 h / Heating

2: 82 percent / t-BuOK / benzene / 24 h / Ambient temperature

3: 100 percent / H₂ / 5percent Pd/C / ethanol / 759.8 Torr / Ambient temperature

4: 51 percent / MnO₂ / CH₂Cl₂ / 30 h / Ambient temperature

With manganese(IV) oxide; potassium tert-butylate; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; benzene;

upstream raw materials:

diethyl (+/-)-cis-2,3-pyrrolidinedicarboxylate

ethyl 4-iodobutyrate

4-(Dibenzylamino)butansaeure-ethylester

5-(Dibenzylamino)-3-(ethoxycarbonyl)-2-oxopentansaeure-ethylester

Downstream raw materials:

diethyl 1-(2-nitrophenyl)pyrrole-2,3-dicarboxylate

4-[(3-ethynylphenyl)amino]pyrrolo[1,2-a]quinoxaline-3-carboxylic acid

4-[(3-chlorophenyl)amino]pyrrolo[1,2-a]quinoxaline-3-carboxylic acid

ethyl 4-[(3-ethynylphenyl)amino]pyrrolo[1,2-a]quinoxaline-3-carboxylate

Refernces

• 1、 Roeder, Erhard,Wiedenfeld, Helmut,Bourauel, Thomas. "Synthesis of Ethyl 2,3-Bis(ethoxycarbonyl)-1H-pyrrole-1-propionate". . p. 1117 - 1120. Retrieved 2007/10/02.